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

ID: ALA123756

Cas Number: 289715-28-2

PubChem CID: 9938280

Product Number: C647105, Order Now?

Max Phase: Preclinical

Molecular Formula: C32H34ClN7O2

Molecular Weight: 584.12

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H34ClN7O2/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:  LWTCFUSGPRGUBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.0417   -3.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 40 42  2  0
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  6  4  2  0
 17 35  1  0
 11  7  1  0
 25 21  1  0
 40 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA123756

   CB 300919

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: 584.12

Molecular Weight (Monoisotopic): 583.2463

AlogP: 3.30

#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: 2.98

CX LogD: 2.58

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.30

Np Likeness Score: -1.79

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]

2. Lockman JW, Murphy BR, Zigar DF, Judd WR, Slattum PM, Gao ZH, Ostanin K, Green J, McKinnon R, Terry-Lorenzo RT, Fleischer TC, Boniface JJ, Shenderovich M, Willardsen JA..  (2010)  Analogues of 4-[(7-Bromo-2-methyl-4-oxo-3H-quinazolin-6-yl)methylprop-2-ynylamino]-N-(3-pyridylmethyl)benzamide (CB-30865) as potent inhibitors of nicotinamide phosphoribosyltransferase (Nampt).,  53  (24): [PMID:21080724] [10.1021/jm101145b]

Source

Source(1):

• Scientific Literature