(S)-2-{4-[(2,7-Dimethyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-2-fluoro-benzoylamino}-7-methanesulfonylamino-7-oxo-heptanoic acid

ID: ALA127954

PubChem CID: 135426966

Max Phase: Preclinical

Molecular Formula: C29H32FN5O7S

Molecular Weight: 613.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN(Cc1cc2c(O)nc(C)nc2cc1C)c1ccc(C(=O)N[C@@H](CCCCC(=O)NS(C)(=O)=O)C(=O)O)c(F)c1

Standard InChI:  InChI=1S/C29H32FN5O7S/c1-5-12-35(16-19-14-22-25(13-17(19)2)31-18(3)32-28(22)38)20-10-11-21(23(30)15-20)27(37)33-24(29(39)40)8-6-7-9-26(36)34-43(4,41)42/h1,10-11,13-15,24H,6-9,12,16H2,2-4H3,(H,33,37)(H,34,36)(H,39,40)(H,31,32,38)/t24-/m0/s1

Standard InChI Key:  CKPMPQXKPIUECO-DEOSSOPVSA-N

Molfile:  

     RDKit          2D

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 26 41  1  6
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 18 22  2  0
  5 10  1  0
 12  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA127954

   ---

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: 613.67

Molecular Weight (Monoisotopic): 613.2006

AlogP: 2.55

#Rotatable Bonds: 13

Polar Surface Area: 178.89

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.17

CX Basic pKa: 2.43

CX LogP: 3.30

CX LogD: -1.05

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -1.11

References

1. Marsham PR, Wardleworth JM, Boyle FT, Hennequin LF, Kimbell R, Brown M, Jackman AL..  (1999)  Design and synthesis of potent non-polyglutamatable quinazoline antifolate thymidylate synthase inhibitors.,  42  (19): [PMID:10508430] [10.1021/jm9803727]

Source

Source(1):

• Scientific Literature