(4-{3-[2-(4-chloro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester

An aromatic ester, C27H32ClN9O2, 550.067 g/mol.

verified recordOrganic — aromatic ester

Identifiers

Molecular formula: C₂₇H₃₂ClN₉O₂
Molecular weight: 550.067 g/mol
Exact mass: 549.236749 g/mol
IUPAC name: tert-butyl N-[4-[[3-[2-[(4-chlorophenyl)methylamino]pyrimidin-4-yl]-2H-pyrazolo[3,4-d]pyrimidin-6-yl]amino]cyclohexyl]carbamate
SMILES: CC(C)(C)OC(=O)NC1CCC(Nc2ncc3c(-c4ccnc(NCc5ccc(Cl)cc5)n4)n[nH]c3n2)CC1
InChI: InChI=1S/C27H32ClN9O2/c1-27(2,3)39-26(38)33-19-10-8-18(9-11-19)32-25-31-15-20-22(36-37-23(20)35-25)21-12-13-29-24(34-21)30-14-16-4-6-17(28)7-5-16/h4-7,12-13,15,18-19H,8-11,14H2,1-3H3,(H,33,38)(H,29,30,34)(H2,31,32,35,36,37)
InChIKey: INSGEHUZOMYTRM-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 550.1 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 549.236749 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 4.9calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 143 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 786calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 4calculated · reference compound database
H-bond acceptors: 9calculated · reference compound database
logP: 5.3232calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 142.63 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 4calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 9calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 7calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 150.5248 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.4074calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.2405calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon27 atoms · 59.0% by mass
N Nitrogen9 atoms · 22.9% by mass
Cl Chlorine1 atom · 6.4% by mass
H Hydrogen32 atoms · 5.9% by mass
O Oxygen2 atoms · 5.8% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 39
Total atoms, hydrogen included: 71
Rings: 5
Aromatic rings: 4
Stereocentres: 2
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Amide
A carbonyl bonded directly to nitrogen.
Ether
An oxygen bridging two carbons.
Secondary aromatic amine
A nitrogen bonded to an aromatic ring, one other carbon and one hydrogen.
Halide (C–X)
A halogen atom attached to carbon.
Aromatic ring
A flat six-membered ring with delocalised electrons.
Aromatic ring (five-membered)
A flat five-membered ring with delocalised electrons, such as furan, thiophene or pyrrole.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves (4-{3-[2-(4-chloro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester yet.

Other names for it

The systematic name on this record is tert-butyl N-[4-[[3-[2-[(4-chlorophenyl)methylamino]pyrimidin-4-yl]-2H-pyrazolo[3,4-d]pyrimidin-6-yl]amino]cyclohexyl]carbamate.

The sources also call it SCHEMBL10323612, SCHEMBL10353817, INSGEHUZOMYTRM-UHFFFAOYSA-N.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

(4-{3-[2-(3-fluoro-benzylamino)-pyrimidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester

C27H32FN9O2

(2-{4-[6-(2-Morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-pyrimidin-2-ylamino}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

C28H36N10O3

(2-{4-[6-(2-Morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-pyrimidin-2-ylamino}-2-thiophen-3-yl-ethyl)-carbamic acid tert-butyl ester

C26H34N10O3S

Where these values came from

reference compound database68109103
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.