ID: ALA1822925

Max Phase: Preclinical

Molecular Formula: C45H65F3N4O9

Molecular Weight: 863.03

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C/C=C\[C@H](C)[C@H](OC(=O)NCCCNC(=O)c1ccc(C2(C(F)(F)F)N=N2)cc1)[C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C\[C@H](C)[C@@H](O)[C@@H](C)/C=C\[C@@H](O)C[C@@H]1OC(=O)[C@H](C)[C@@H](O)[C@H]1C

Standard InChI:  InChI=1S/C45H65F3N4O9/c1-10-11-13-27(4)40(61-43(59)50-21-12-20-49-41(57)33-15-17-34(18-16-33)44(51-52-44)45(46,47)48)31(8)38(55)29(6)23-25(2)22-28(5)37(54)26(3)14-19-35(53)24-36-30(7)39(56)32(9)42(58)60-36/h10-11,13-19,22,26-32,35-40,53-56H,1,12,20-21,23-24H2,2-9H3,(H,49,57)(H,50,59)/b13-11-,19-14-,25-22-/t26-,27-,28-,29-,30-,31-,32+,35+,36-,37-,38+,39-,40-/m0/s1

Standard InChI Key:  GPFUROJLUIYTOQ-KMZISQKGSA-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: 863.03

Molecular Weight (Monoisotopic): 862.4704

AlogP: 6.93

#Rotatable Bonds: 22

Polar Surface Area: 199.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 4

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.62

CX LogD: 6.62

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: 1.50

References

1. Smith AB, Sugasawa K, Atasoylu O, Yang CP, Horwitz SB..  (2011)  Design and synthesis of (+)-discodermolide-paclitaxel hybrids leading to enhanced biological activity.,  54  (18): [PMID:21870795] [10.1021/jm200692n]

2. Nadaradjane C, Yang CH, Rodriguez-Gabin A, Ye K, Sugasawa K, Atasoylu O, Smith AB, Horwitz SB, McDaid HM..  (2018)  Improved Dose-Response Relationship of (+)-Discodermolide-Taxol Hybrid Congeners.,  81  (3): [PMID:29522336] [10.1021/acs.jnatprod.8b00111]

Source

Source(1):

• Scientific Literature