ID: ALA3359825

Max Phase: Preclinical

Molecular Formula: C39H62N6O6S

Molecular Weight: 743.03

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)c1nccs1)OC)N(C)C(=O)[C@@H](NC(=O)[C@H](C)NC)C(C)C

Standard InChI:  InChI=1S/C39H62N6O6S/c1-11-25(4)34(44(8)39(49)33(24(2)3)43-37(48)27(6)40-7)31(50-9)23-32(46)45-20-15-18-30(45)35(51-10)26(5)36(47)42-29(38-41-19-21-52-38)22-28-16-13-12-14-17-28/h12-14,16-17,19,21,24-27,29-31,33-35,40H,11,15,18,20,22-23H2,1-10H3,(H,42,47)(H,43,48)/t25-,26+,27-,29-,30-,31+,33-,34-,35+/m0/s1

Standard InChI Key:  AFWARPOFPXXPJI-QOKBDUKPSA-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: 743.03

Molecular Weight (Monoisotopic): 742.4452

AlogP: 4.21

#Rotatable Bonds: 20

Polar Surface Area: 142.20

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.27

CX Basic pKa: 8.60

CX LogP: 3.80

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.18

Np Likeness Score: 0.27

References

1. Maderna A, Doroski M, Subramanyam C, Porte A, Leverett CA, Vetelino BC, Chen Z, Risley H, Parris K, Pandit J, Varghese AH, Shanker S, Song C, Sukuru SC, Farley KA, Wagenaar MM, Shapiro MJ, Musto S, Lam MH, Loganzo F, O'Donnell CJ..  (2014)  Discovery of cytotoxic dolastatin 10 analogues with N-terminal modifications.,  57  (24): [PMID:25431858] [10.1021/jm501649k]

Source

Source(1):

• Scientific Literature