(3-Chloro-phenyl)-(9H-pyrimido[4,5-b]indol-4-yl)-amine

ID: ALA306315

Chembl Id: CHEMBL306315

PubChem CID: 9882602

Max Phase: Preclinical

Molecular Formula: C16H11ClN4

Molecular Weight: 294.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cccc(Nc2ncnc3[nH]c4ccccc4c23)c1

Standard InChI:  InChI=1S/C16H11ClN4/c17-10-4-3-5-11(8-10)20-15-14-12-6-1-2-7-13(12)21-16(14)19-9-18-15/h1-9H,(H2,18,19,20,21)

Standard InChI Key:  XOWGESNQLHDSON-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA306315

   (3-Chloro-phenyl)-(9H-pyrimido[4,5-b]indol-4-yl)-amine

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: 294.75

Molecular Weight (Monoisotopic): 294.0672

AlogP: 4.51

#Rotatable Bonds: 2

Polar Surface Area: 53.60

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 5.19

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -1.19

References

1. Traxler PM, Furet P, Mett H, Buchdunger E, Meyer T, Lydon N..  (1996)  4-(Phenylamino)pyrrolopyrimidines: potent and selective, ATP site directed inhibitors of the EGF-receptor protein tyrosine kinase.,  39  (12): [PMID:8691423] [10.1021/jm960118j]

2. Gangjee A, Zaware N, Raghavan S, Disch BC, Thorpe JE, Bastian A, Ihnat MA..  (2013)  Synthesis and biological activity of 5-chloro-N⁴-substituted phenyl-9H-pyrimido[4,5-b]indole-2,4-diamines as vascular endothelial growth factor receptor-2 inhibitors and antiangiogenic agents.,  21  (7): [PMID:23434139] [10.1016/j.bmc.2013.01.040]

Source

Source(1):

• Scientific Literature