ID: ALA1790836

Max Phase: Preclinical

Molecular Formula: C31H35N5O7

Molecular Weight: 589.65

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](C(=O)O)[C@H](C)CC)C(=O)O)cc1

Standard InChI:  InChI=1S/C31H35N5O7/c1-5-15-36(17-20-7-12-24-23(16-20)29(39)33-19(4)32-24)22-10-8-21(9-11-22)28(38)34-25(30(40)41)13-14-26(37)35-27(31(42)43)18(3)6-2/h1,7-12,16,18,25,27H,6,13-15,17H2,2-4H3,(H,34,38)(H,35,37)(H,40,41)(H,42,43)(H,32,33,39)/t18-,25-,27-/m1/s1

Standard InChI Key:  IUCLUOPVCCDUOQ-KTERKQDUSA-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: 589.65

Molecular Weight (Monoisotopic): 589.2536

AlogP: 2.86

#Rotatable Bonds: 14

Polar Surface Area: 182.05

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.28

CX Basic pKa: 1.75

CX LogP: 3.73

CX LogD: -2.76

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.18

Np Likeness Score: -0.89

References

1. Bisset GM, Bavetsias V, Thornton TJ, Pawelczak K, Calvert AH, Hughes LR, Jackman AL..  (1994)  The synthesis and thymidylate synthase inhibitory activity of L-gamma-L-linked dipeptide and L-gamma-amide analogues of 2-desamino-2-methyl-N10-propargyl-5,8-dideazafolic acid (ICI 198583).,  37  (20): [PMID:7932557] [10.1021/jm00046a014]

Source

Source(1):

• Scientific Literature