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

ID: ALA2391703

Chembl Id: CHEMBL2391703

PubChem CID: 71524817

Max Phase: Preclinical

Molecular Formula: C19H19N5O

Molecular Weight: 333.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(c1ccc(OC)cc1)c1nc(N)nc2[nH]c3ccccc3c12

Standard InChI:  InChI=1S/C19H19N5O/c1-3-24(12-8-10-13(25-2)11-9-12)18-16-14-6-4-5-7-15(14)21-17(16)22-19(20)23-18/h4-11H,3H2,1-2H3,(H3,20,21,22,23)

Standard InChI Key:  NOOJSKFTZMLHMC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2391703

   4-N-ethyl-4-N-(4-methoxyphenyl)-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: 333.40

Molecular Weight (Monoisotopic): 333.1590

AlogP: 3.86

#Rotatable Bonds: 4

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: 12.00

CX Basic pKa: 7.22

CX LogP: 3.84

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.64

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