ID: ALA1824506

Max Phase: Preclinical

Molecular Formula: C17H22ClN3O

Molecular Weight: 283.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(N(C)c2nc(C)nc3c2CC(C)C3)cc1.Cl

Standard InChI:  InChI=1S/C17H21N3O.ClH/c1-11-9-15-16(10-11)18-12(2)19-17(15)20(3)13-5-7-14(21-4)8-6-13;/h5-8,11H,9-10H2,1-4H3;1H

Standard InChI Key:  NDXKJZRXESTNKZ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 283.38

Molecular Weight (Monoisotopic): 283.1685

AlogP: 3.30

#Rotatable Bonds: 3

Polar Surface Area: 38.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.69

CX LogP: 3.71

CX LogD: 3.70

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: -0.81

References

1. Gangjee A, Zhao Y, Hamel E, Westbrook C, Mooberry SL..  (2011)  Synthesis and biological activities of (R)- and (S)-N-(4-Methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium chloride as potent cytotoxic antitubulin agents.,  54  (17): [PMID:21786793] [10.1021/jm2007722]

2. Gangjee A, Zhao Y, Raghavan S, Rohena CC, Mooberry SL, Hamel E..  (2013)  Structure-activity relationship and in vitro and in vivo evaluation of the potent cytotoxic anti-microtubule agent N-(4-methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium chloride and its analogues as antitumor agents.,  56  (17): [PMID:23895532] [10.1021/jm400639z]

Source

Source(1):

• Scientific Literature