ID: ALA1673204

Max Phase: Preclinical

Molecular Formula: C41H46N2O22S

Molecular Weight: 950.88

Molecule Type: Small molecule

Representations

Synonyms (2): Pradimicin S | Pradimicin-S
Synonyms from Alternative Forms(2):

Canonical SMILES:  CN[C@@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](OS(=O)(=O)O)[C@H]2O)[C@@H](O)[C@H](O[C@H]2c3cc(C)c(C(=O)N[C@H](C)C(=O)O)c(O)c3-c3c(cc4c(c3O)C(=O)c3cc(OC)cc(O)c3C4=O)[C@@H]2O)O[C@@H]1C

Standard InChI:  InChI=1S/C41H46N2O22S/c1-11-6-18-24(31(50)21(11)38(54)43-12(2)39(55)56)23-16(9-17-25(32(23)51)28(47)15-7-14(60-5)8-19(45)22(15)27(17)46)29(48)35(18)63-40-33(52)36(26(42-4)13(3)61-40)64-41-34(53)37(65-66(57,58)59)30(49)20(10-44)62-41/h6-9,12-13,20,26,29-30,33-37,40-42,44-45,48-53H,10H2,1-5H3,(H,43,54)(H,55,56)(H,57,58,59)/t12-,13-,20-,26+,29+,30-,33-,34-,35+,36+,37+,40+,41+/m1/s1

Standard InChI Key:  RTZKJDOHYVQXGI-BFYQUHCHSA-N

Molecule Features

Natural Product: Yes

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: 950.88

Molecular Weight (Monoisotopic): 950.2263

AlogP: -1.42

#Rotatable Bonds: 12

Polar Surface Area: 384.16

Molecular Species: ZWITTERION

HBA: 21

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.23

CX Basic pKa: 8.95

CX LogP: 0.16

CX LogD: -4.02

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.07

Np Likeness Score: 1.53

References

1. Balzarini J, François KO, Van Laethem K, Hoorelbeke B, Renders M, Auwerx J, Liekens S, Oki T, Igarashi Y, Schols D..  (2010)  Pradimicin S, a highly soluble nonpeptidic small-size carbohydrate-binding antibiotic, is an anti-HIV drug lead for both microbicidal and systemic use.,  54  (4): [PMID:20047920] [10.1128/aac.01347-09]

2. Lozano V, Aguado L, Hoorelbeke B, Renders M, Camarasa MJ, Schols D, Balzarini J, San-Félix A, Pérez-Pérez MJ..  (2011)  Targeting HIV entry through interaction with envelope glycoprotein 120 (gp120): synthesis and antiviral evaluation of 1,3,5-triazines with aromatic amino acids.,  54  (15): [PMID:21749165] [10.1021/jm200560r]

Source

Source(1):

• Scientific Literature