4-(((7-bromo-3-methyl-2-((4-methylpiperazin-1-yl)methyl)-4-oxo-3,4-dihydroquinazolin-6-yl)methyl)(prop-2-ynyl)amino)-N-(pyridin-3-ylmethyl)benzamide

ID: ALA2417796

PubChem CID: 73346084

Max Phase: Preclinical

Molecular Formula: C32H34BrN7O2

Molecular Weight: 628.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(Cc1cc2c(=O)n(C)c(CN3CCN(C)CC3)nc2cc1Br)c1ccc(C(=O)NCc2cccnc2)cc1

Standard InChI:  InChI=1S/C32H34BrN7O2/c1-4-12-40(26-9-7-24(8-10-26)31(41)35-20-23-6-5-11-34-19-23)21-25-17-27-29(18-28(25)33)36-30(38(3)32(27)42)22-39-15-13-37(2)14-16-39/h1,5-11,17-19H,12-16,20-22H2,2-3H3,(H,35,41)

Standard InChI Key:  IEPROPISBJVPKK-UHFFFAOYSA-N

Molfile:  

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   12.3788  -11.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8174  -13.1157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3714  -10.6516    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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   15.2396  -13.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8217  -13.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 31 42  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2417796

   4-[[7-bromo-3-methyl-2-[(4-methylpiperazin-1-yl)methyl]-4-oxoquinazolin-6-yl]methyl-prop-2-ynylamino]-N-(pyridin-3-ylmethyl)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: 628.57

Molecular Weight (Monoisotopic): 627.1957

AlogP: 3.41

#Rotatable Bonds: 9

Polar Surface Area: 86.60

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 3.15

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.28

Np Likeness Score: -1.68

References

1. Galli U, Travelli C, Massarotti A, Fakhfouri G, Rahimian R, Tron GC, Genazzani AA..  (2013)  Medicinal chemistry of nicotinamide phosphoribosyltransferase (NAMPT) inhibitors.,  56  (16): [PMID:23679915] [10.1021/jm4001049]

Source

Source(1):

• Scientific Literature