ID: ALA1202140

Max Phase: Preclinical

Molecular Formula: C36H37F3N6O14

Molecular Weight: 720.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#CCN(Cc1ccc2ncnc(O)c2c1)c1ccc(C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C34H36N6O12.C2HF3O2/c1-2-15-40(17-19-3-8-23-22(16-19)31(46)36-18-35-23)21-6-4-20(5-7-21)30(45)39-26(34(51)52)10-13-28(42)37-24(32(47)48)9-12-27(41)38-25(33(49)50)11-14-29(43)44;3-2(4,5)1(6)7/h1,3-8,16,18,24-26H,9-15,17H2,(H,37,42)(H,38,41)(H,39,45)(H,43,44)(H,47,48)(H,49,50)(H,51,52)(H,35,36,46);(H,6,7)/t24-,25-,26-;/m0./s1

Standard InChI Key:  JREIGAFVCNMGJR-OUKLVGRUSA-N

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

Properties

Molecular Weight: 720.69

Molecular Weight (Monoisotopic): 720.2391

AlogP: 0.72

#Rotatable Bonds: 20

Polar Surface Area: 285.75

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.91

CX Basic pKa: 0.84

CX LogP: 0.77

CX LogD: -12.43

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.07

Np Likeness Score: -0.57

References

1. Bisset GM, Pawelczak K, Jackman AL, Calvert AH, Hughes LR..  (1992)  Syntheses and thymidylate synthase inhibitory activity of the poly-gamma-glutamyl conjugates of N-[5-[N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-methylamino ]-2-thenoyl]-L-glutamic acid (ICI D1694) and other quinazoline antifolates.,  35  (5): [PMID:1372358] [10.1021/jm00083a008]

Source

Source(1):

• Scientific Literature