4-(6-methoxy-2-methyl-4-(quinolin-4-yl)-9H-pyrimido[4,5-b]-indol-7-yl)-3,5-dimethylisoxazole

ID: ALA4171228

Chembl Id: CHEMBL4171228

Cas Number: 1627716-22-6

PubChem CID: 90395752

Max Phase: Preclinical

Molecular Formula: C26H21N5O2

Molecular Weight: 435.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1-c1c(C)noc1C)[nH]c1nc(C)nc(-c3ccnc4ccccc34)c12

Standard InChI:  InChI=1S/C26H21N5O2/c1-13-23(14(2)33-31-13)19-11-21-18(12-22(19)32-4)24-25(28-15(3)29-26(24)30-21)17-9-10-27-20-8-6-5-7-16(17)20/h5-12H,1-4H3,(H,28,29,30)

Standard InChI Key:  AEANZCXROGPSBY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4171228

   7-(3,5-Dimethyl-1,2-Oxazol-4-Yl)-6-Methoxy-2-Methyl-4-(Quinolin-4-Yl)-9h-Pyrimido[4,5-B]indole

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: 435.49

Molecular Weight (Monoisotopic): 435.1695

AlogP: 5.92

#Rotatable Bonds: 3

Polar Surface Area: 89.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.40

CX Basic pKa: 6.18

CX LogP: 4.60

CX LogD: 4.58

Aromatic Rings: 6

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -0.50

References

1. Zhao Y, Zhou B, Bai L, Liu L, Yang CY, Meagher JL, Stuckey JA, McEachern D, Przybranowski S, Wang M, Ran X, Aguilar A, Hu Y, Kampf JW, Li X, Zhao T, Li S, Wen B, Sun D, Wang S..  (2018)  Structure-Based Discovery of CF53 as a Potent and Orally Bioavailable Bromodomain and Extra-Terminal (BET) Bromodomain Inhibitor.,  61  (14): [PMID:30015487] [10.1021/acs.jmedchem.8b00483]

2. Zhao Y, Bai L, Liu L, McEachern D, Stuckey JA, Meagher JL, Yang CY, Ran X, Zhou B, Hu Y, Li X, Wen B, Zhao T, Li S, Sun D, Wang S..  (2017)  Structure-Based Discovery of 4-(6-Methoxy-2-methyl-4-(quinolin-4-yl)-9H-pyrimido[4,5-b]indol-7-yl)-3,5-dimethylisoxazole (CD161) as a Potent and Orally Bioavailable BET Bromodomain Inhibitor.,  60  (9): [PMID:28463487] [10.1021/acs.jmedchem.7b00193]

Source

Source(1):

• Scientific Literature