ID: ALA3335604

Max Phase: Preclinical

Molecular Formula: C18H19N5O6S

Molecular Weight: 433.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2[nH]c(CCCc3ccc(C(=O)N[C@@H](CC(=O)O)C(=O)O)s3)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C18H19N5O6S/c19-18-22-14-10(15(26)23-18)6-8(20-14)2-1-3-9-4-5-12(30-9)16(27)21-11(17(28)29)7-13(24)25/h4-6,11H,1-3,7H2,(H,21,27)(H,24,25)(H,28,29)(H4,19,20,22,23,26)/t11-/m0/s1

Standard InChI Key:  VLHCBXFJXATDOK-NSHDSACASA-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: 433.45

Molecular Weight (Monoisotopic): 433.1056

AlogP: 0.73

#Rotatable Bonds: 9

Polar Surface Area: 191.26

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.69

CX Basic pKa: 4.63

CX LogP: 0.08

CX LogD: -4.08

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: -0.42

References

1. Golani LK, George C, Zhao S, Raghavan S, Orr S, Wallace A, Wilson MR, Hou Z, Matherly LH, Gangjee A..  (2014)  Structure-activity profiles of novel 6-substituted pyrrolo[2,3-d]pyrimidine thienoyl antifolates with modified amino acids for cellular uptake by folate receptors α and β and the proton-coupled folate transporter.,  57  (19): [PMID:25234128] [10.1021/jm501113m]

Source

Source(1):

• Scientific Literature