ID: ALA1202137

Max Phase: Preclinical

Molecular Formula: C37H39F3N6O14

Molecular Weight: 734.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#CCN(Cc1ccc2nc(C)nc(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/C35H38N6O12.C2HF3O2/c1-3-16-41(18-20-4-9-24-23(17-20)32(47)37-19(2)36-24)22-7-5-21(6-8-22)31(46)40-27(35(52)53)11-14-29(43)38-25(33(48)49)10-13-28(42)39-26(34(50)51)12-15-30(44)45;3-2(4,5)1(6)7/h1,4-9,17,25-27H,10-16,18H2,2H3,(H,38,43)(H,39,42)(H,40,46)(H,44,45)(H,48,49)(H,50,51)(H,52,53)(H,36,37,47);(H,6,7)/t25-,26-,27-;/m0./s1

Standard InChI Key:  JRLSNDQEOUBBGG-JCVJZEPNSA-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: 734.72

Molecular Weight (Monoisotopic): 734.2548

AlogP: 1.03

#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: 1.74

CX LogP: 1.35

CX LogD: -11.91

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.08

Np Likeness Score: -0.65

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