4-({7-Chloro-2-[4-(2-hydroxy-ethyl)-piperazin-1-ylmethyl]-3-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl}-prop-2-ynyl-amino)-N-pyridin-3-ylmethyl-benzamide

ID: ALA123191

PubChem CID: 10416346

Max Phase: Preclinical

Molecular Formula: C33H36ClN7O3

Molecular Weight: 614.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(Cc1cc2c(=O)n(C)c(CN3CCN(CCO)CC3)nc2cc1Cl)c1ccc(C(=O)NCc2cccnc2)cc1

Standard InChI:  InChI=1S/C33H36ClN7O3/c1-3-11-41(27-8-6-25(7-9-27)32(43)36-21-24-5-4-10-35-20-24)22-26-18-28-30(19-29(26)34)37-31(38(2)33(28)44)23-40-14-12-39(13-15-40)16-17-42/h1,4-10,18-20,42H,11-17,21-23H2,2H3,(H,36,43)

Standard InChI Key:  DHPUTTPWWGKHLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA123191

   4-[N-[7-Chloro-3-methyl-2-(4-(2-hydroxyethyl)-piperazin-1-yl)methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]-N-(3-pyridylmethyl)benzamide

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: 614.15

Molecular Weight (Monoisotopic): 613.2568

AlogP: 2.66

#Rotatable Bonds: 11

Polar Surface Area: 106.83

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: 7.40

CX LogP: 2.29

CX LogD: 1.99

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.25

Np Likeness Score: -1.69

References

1. Bavetsias V, Skelton LA, Yafai F, Mitchell F, Wilson SC, Allan B, Jackman AL..  (2002)  The design and synthesis of water-soluble analogues of CB30865, a quinazolin-4-one-based antitumor agent.,  45  (17): [PMID:12166942] [10.1021/jm011081s]

Source

Source(1):

• Scientific Literature