ID: ALA3335606

Max Phase: Preclinical

Molecular Formula: C18H21N5O4S

Molecular Weight: 403.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2[nH]c(CCCc3ccc(C(=O)NCCCC(=O)O)s3)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C18H21N5O4S/c19-18-22-15-12(16(26)23-18)9-10(21-15)3-1-4-11-6-7-13(28-11)17(27)20-8-2-5-14(24)25/h6-7,9H,1-5,8H2,(H,20,27)(H,24,25)(H4,19,21,22,23,26)

Standard InChI Key:  LBARNPDPBYSBEF-UHFFFAOYSA-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: 403.46

Molecular Weight (Monoisotopic): 403.1314

AlogP: 1.66

#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: 4.14

CX Basic pKa: 4.80

CX LogP: 0.78

CX LogD: -1.34

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -0.68

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