4-((3-Cyclopropyl-1-ethyl-1H-pyrazol-5-yl)amino)-7-(3,5-dimethylisoxazol-4-yl)-N-(6-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)hexyl)-6-methoxy-9H-pyrimido[4,5-b]indole-2-carboxamide

ID: ALA4226142

Chembl Id: CHEMBL4226142

PubChem CID: 145968572

Max Phase: Preclinical

Molecular Formula: C44H48N10O6

Molecular Weight: 812.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1nc(C2CC2)cc1Nc1nc(C(=O)NCCCCCCc2cccc3c2CN(C2CCC(=O)NC2=O)C3=O)nc2[nH]c3cc(-c4c(C)noc4C)c(OC)cc3c12

Standard InChI:  InChI=1S/C44H48N10O6/c1-5-54-35(21-31(51-54)26-14-15-26)47-40-38-28-20-34(59-4)29(37-23(2)52-60-24(37)3)19-32(28)46-39(38)49-41(50-40)43(57)45-18-9-7-6-8-11-25-12-10-13-27-30(25)22-53(44(27)58)33-16-17-36(55)48-42(33)56/h10,12-13,19-21,26,33H,5-9,11,14-18,22H2,1-4H3,(H,45,57)(H,48,55,56)(H2,46,47,49,50)

Standard InChI Key:  ZPFSVCFXZLONQL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4226142

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 812.93

Molecular Weight (Monoisotopic): 812.3758

AlogP: 6.52

#Rotatable Bonds: 15

Polar Surface Area: 202.26

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.37

CX Basic pKa: 4.45

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 6

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: -0.50

References

1. Zhou B, Hu J, Xu F, Chen Z, Bai L, Fernandez-Salas E, Lin M, Liu L, Yang CY, Zhao Y, McEachern D, Przybranowski S, Wen B, Sun D, Wang S..  (2018)  Discovery of a Small-Molecule Degrader of Bromodomain and Extra-Terminal (BET) Proteins with Picomolar Cellular Potencies and Capable of Achieving Tumor Regression.,  61  (2): [PMID:28339196] [10.1021/acs.jmedchem.6b01816]

Source

Source(1):

• Scientific Literature