(E)-N-(4-((2-Fluoro-3-(4-methylpiperazin-1-yl)-11-oxo-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]quinazolin-6-ylidene)methyl)phenyl)-3-(4-(2-hydroxyethyl)piperazin-1-yl)propanamide

ID: ALA4092023

PubChem CID: 137656263

Max Phase: Preclinical

Molecular Formula: C33H42FN7O3

Molecular Weight: 603.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc3nc4n(c(=O)c3cc2F)CCC/C4=C\c2ccc(NC(=O)CCN3CCN(CCO)CC3)cc2)CC1

Standard InChI:  InChI=1S/C33H42FN7O3/c1-37-11-17-40(18-12-37)30-23-29-27(22-28(30)34)33(44)41-9-2-3-25(32(41)36-29)21-24-4-6-26(7-5-24)35-31(43)8-10-38-13-15-39(16-14-38)19-20-42/h4-7,21-23,42H,2-3,8-20H2,1H3,(H,35,43)/b25-21+

Standard InChI Key:  CVBQNKILCDFECY-NJNXFGOHSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4092023

   ---

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: 603.74

Molecular Weight (Monoisotopic): 603.3333

AlogP: 2.56

#Rotatable Bonds: 8

Polar Surface Area: 97.18

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 2.34

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.41

Np Likeness Score: -1.23

References

1. Shan C, Yan JW, Wang YQ, Che T, Huang ZL, Chen AC, Yao PF, Tan JH, Li D, Ou TM, Gu LQ, Huang ZS..  (2017)  Design, Synthesis, and Evaluation of Isaindigotone Derivatives To Downregulate c-myc Transcription via Disrupting the Interaction of NM23-H2 with G-Quadruplex.,  60  (4): [PMID:28128954] [10.1021/acs.jmedchem.6b01218]

Source

Source(1):

• Scientific Literature