ID: ALA3249767

Max Phase: Preclinical

Molecular Formula: C23H22N6O5S

Molecular Weight: 494.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)c1ccc(CN(Cc2cnc3nc(N)nc(O)c3n2)S(=O)(=O)c2ccc(C)cc2)cc1

Standard InChI:  InChI=1S/C23H22N6O5S/c1-14-3-9-18(10-4-14)35(32,33)29(12-15-5-7-16(8-6-15)22(31)34-2)13-17-11-25-20-19(26-17)21(30)28-23(24)27-20/h3-11H,12-13H2,1-2H3,(H3,24,25,27,28,30)

Standard InChI Key:  GLUJRAZJRYZNSS-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: 494.53

Molecular Weight (Monoisotopic): 494.1372

AlogP: 2.19

#Rotatable Bonds: 7

Polar Surface Area: 161.49

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.37

CX Basic pKa: 2.81

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -1.11

References

1. Nair MG, O'Neal PC, Baugh CM, Kisliuk RL, Gaumont Y, Rodman M..  (1978)  Folate analogues altered in the C9-N10 bridge region: N10-Toxylisohomofolic acid and N10-Toxylisohomoaminopterin.,  21  (7): [PMID:97383] [10.1021/jm00205a015]

Source

Source(1):

• Scientific Literature