N4-(4-Methoxyphenyl)-N4-methyl-9H-pyrimido[4,5-b]indole-2,4-diamine

ID: ALA2391709

Chembl Id: CHEMBL2391709

PubChem CID: 25233117

Max Phase: Preclinical

Molecular Formula: C18H17N5O

Molecular Weight: 319.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2nc(N)nc3[nH]c4ccccc4c23)cc1

Standard InChI:  InChI=1S/C18H17N5O/c1-23(11-7-9-12(24-2)10-8-11)17-15-13-5-3-4-6-14(13)20-16(15)21-18(19)22-17/h3-10H,1-2H3,(H3,19,20,21,22)

Standard InChI Key:  LXPCMMVNRMVBIT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2391709

   N4-(4-methoxyphenyl)-N4-methyl-9H-pyrimido[4,5-b]indole-2,4-diamine

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: 319.37

Molecular Weight (Monoisotopic): 319.1433

AlogP: 3.47

#Rotatable Bonds: 3

Polar Surface Area: 80.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.01

CX Basic pKa: 7.35

CX LogP: 3.49

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -0.65

References

1. Gangjee A, Zaware N, Devambatla RK, Raghavan S, Westbrook CD, Dybdal-Hargreaves NF, Hamel E, Mooberry SL..  (2013)  Synthesis of N(4)-(substituted phenyl)-N(4)-alkyl/desalkyl-9H-pyrimido[4,5-b]indole-2,4-diamines and identification of new microtubule disrupting compounds that are effective against multidrug resistant cells.,  21  (4): [PMID:23332369] [10.1016/j.bmc.2012.12.010]

Source

Source(1):

• Scientific Literature