ID: ALA3335607

Max Phase: Preclinical

Molecular Formula: C19H23N5O4S

Molecular Weight: 417.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC[C@H](NC(=O)c1ccc(CCCc2cc3c(=O)[nH]c(N)nc3[nH]2)s1)C(=O)O

Standard InChI:  InChI=1S/C19H23N5O4S/c1-2-4-13(18(27)28)22-17(26)14-8-7-11(29-14)6-3-5-10-9-12-15(21-10)23-19(20)24-16(12)25/h7-9,13H,2-6H2,1H3,(H,22,26)(H,27,28)(H4,20,21,23,24,25)/t13-/m0/s1

Standard InChI Key:  VQICARSCVQQGJK-ZDUSSCGKSA-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: 417.49

Molecular Weight (Monoisotopic): 417.1471

AlogP: 2.05

#Rotatable Bonds: 9

Polar Surface Area: 153.96

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.01

CX Basic pKa: 4.75

CX LogP: 1.76

CX LogD: -0.43

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -0.55

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