2-[4-((2-Amino-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-{2-[(3,4-dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-ylcarbamoyl)-methylsulfanyl]-acetyl}-amino)-benzoylamino]-pentanedioic acid

ID: ALA607957

PubChem CID: 135976486

Max Phase: Preclinical

Molecular Formula: C30H35N6O15PS

Molecular Weight: 782.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(O)c2cc(CN(C(=O)CSCC(=O)NC3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c3ccc(C(=O)N[C@H](CCC(=O)O)C(=O)O)cc3)ccc2n1

Standard InChI:  InChI=1S/C30H35N6O15PS/c31-30-33-18-6-1-14(9-17(18)27(44)35-30)10-36(16-4-2-15(3-5-16)26(43)32-19(29(45)46)7-8-23(39)40)22(38)13-53-12-21(37)34-28-25(42)24(41)20(51-28)11-50-52(47,48)49/h1-6,9,19-20,24-25,28,41-42H,7-8,10-13H2,(H,32,43)(H,34,37)(H,39,40)(H,45,46)(H2,47,48,49)(H3,31,33,35,44)/t19-,20-,24-,25-,28?/m1/s1

Standard InChI Key:  OYUXOLDYARBLBK-KPJLVZTBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA607957

   ---

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: 782.68

Molecular Weight (Monoisotopic): 782.1619

AlogP: -1.10

#Rotatable Bonds: 17

Polar Surface Area: 341.59

Molecular Species: ACID

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.21

CX Basic pKa: 2.65

CX LogP: -3.27

CX LogD: -11.75

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.07

Np Likeness Score: -0.43

References

1. Inglese J, Blatchly RA, Benkovic SJ..  (1989)  A multisubstrate adduct inhibitor of a purine biosynthetic enzyme with a picomolar dissociation constant.,  32  (5): [PMID:2709379] [10.1021/jm00125a002]

Source

Source(1):

• Scientific Literature