10-(4-(3-Methoxyphenyl)piperazine-1-carbonyl)-10H-phenoxazine-3-carbonitrile

ID: ALA4068334

Chembl Id: CHEMBL4068334

PubChem CID: 132941784

Max Phase: Preclinical

Molecular Formula: C25H22N4O3

Molecular Weight: 426.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(N2CCN(C(=O)N3c4ccccc4Oc4cc(C#N)ccc43)CC2)c1

Standard InChI:  InChI=1S/C25H22N4O3/c1-31-20-6-4-5-19(16-20)27-11-13-28(14-12-27)25(30)29-21-7-2-3-8-23(21)32-24-15-18(17-26)9-10-22(24)29/h2-10,15-16H,11-14H2,1H3

Standard InChI Key:  BBNRHHKKHHDLKY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4068334

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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: 426.48

Molecular Weight (Monoisotopic): 426.1692

AlogP: 4.75

#Rotatable Bonds: 2

Polar Surface Area: 69.04

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.38

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.20

References

1. Prinz H, Ridder AK, Vogel K, Böhm KJ, Ivanov I, Ghasemi JB, Aghaee E, Müller K..  (2017)  N-Heterocyclic (4-Phenylpiperazin-1-yl)methanones Derived from Phenoxazine and Phenothiazine as Highly Potent Inhibitors of Tubulin Polymerization.,  60  (2): [PMID:28045256] [10.1021/acs.jmedchem.6b01591]

Source

Source(1):

• Scientific Literature