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

ID: ALA4229124

Chembl Id: CHEMBL4229124

PubChem CID: 138706131

Max Phase: Preclinical

Molecular Formula: C43H45N11O7

Molecular Weight: 827.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1nc(C2CC2)cc1Nc1nc(C(=O)NCCCCCNc2cccc3c2C(=O)N(C2CCC(=O)NC2=O)C3=O)nc2[nH]c3cc(-c4c(C)noc4C)c(OC)cc3c12

Standard InChI:  InChI=1S/C43H45N11O7/c1-5-53-32(20-28(51-53)23-12-13-23)47-38-36-25-19-31(60-4)26(34-21(2)52-61-22(34)3)18-29(25)46-37(36)49-39(50-38)41(57)45-17-8-6-7-16-44-27-11-9-10-24-35(27)43(59)54(42(24)58)30-14-15-33(55)48-40(30)56/h9-11,18-20,23,30,44H,5-8,12-17H2,1-4H3,(H,45,57)(H,48,55,56)(H2,46,47,49,50)

Standard InChI Key:  XNEXUBXOTMSNMZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4229124

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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: 827.90

Molecular Weight (Monoisotopic): 827.3503

AlogP: 5.64

#Rotatable Bonds: 15

Polar Surface Area: 231.36

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.36

CX Basic pKa: 4.45

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 6

Heavy Atoms: 61

QED Weighted: 0.06

Np Likeness Score: -0.87

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