ID: ALA522455

Max Phase: Preclinical

Molecular Formula: C20H20N4O6S

Molecular Weight: 444.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2sc(CCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C20H20N4O6S/c21-20-23-17(28)13-9-12(31-18(13)24-20)6-3-10-1-4-11(5-2-10)16(27)22-14(19(29)30)7-8-15(25)26/h1-2,4-5,9,14H,3,6-8H2,(H,22,27)(H,25,26)(H,29,30)(H3,21,23,24,28)/t14-/m0/s1

Standard InChI Key:  SPLMCWYQFZQLIA-AWEZNQCLSA-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: 444.47

Molecular Weight (Monoisotopic): 444.1104

AlogP: 1.40

#Rotatable Bonds: 9

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: 2.31

CX LogP: 1.63

CX LogD: -4.65

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -0.50

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