ID: ALA491129

Max Phase: Preclinical

Molecular Formula: C23H26N4O6S

Molecular Weight: 486.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2sc(CCCCCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C23H26N4O6S/c24-23-26-20(31)16-12-15(34-21(16)27-23)5-3-1-2-4-13-6-8-14(9-7-13)19(30)25-17(22(32)33)10-11-18(28)29/h6-9,12,17H,1-5,10-11H2,(H,25,30)(H,28,29)(H,32,33)(H3,24,26,27,31)/t17-/m0/s1

Standard InChI Key:  OBGKKSLNXVLXEM-KRWDZBQOSA-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: 486.55

Molecular Weight (Monoisotopic): 486.1573

AlogP: 2.57

#Rotatable Bonds: 12

Polar Surface Area: 175.47

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.34

CX Basic pKa: 3.77

CX LogP: 2.36

CX LogD: -3.27

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: -0.48

References

1. Deng Y, Zhou X, Kugel Desmoulin S, Wu J, Cherian C, Hou Z, Matherly LH, Gangjee A..  (2009)  Synthesis and biological activity of a novel series of 6-substituted thieno[2,3-d]pyrimidine antifolate inhibitors of purine biosynthesis with selectivity for high affinity folate receptors over the reduced folate carrier and proton-coupled folate transporter for cellular entry.,  52  (9): [PMID:19371039] [10.1021/jm8011323]

Source

Source(1):

• Scientific Literature