ID: ALA1822921

Max Phase: Preclinical

Molecular Formula: C42H63N5O9

Molecular Weight: 781.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C/C=C\[C@H](C)[C@H](OC(=O)NCCNC(=O)c1ccc(N=[N+]=[N-])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/C42H63N5O9/c1-10-11-12-26(4)39(56-42(54)45-20-19-44-40(52)32-14-16-33(17-15-32)46-47-43)30(8)37(50)28(6)22-24(2)21-27(5)36(49)25(3)13-18-34(48)23-35-29(7)38(51)31(9)41(53)55-35/h10-18,21,25-31,34-39,48-51H,1,19-20,22-23H2,2-9H3,(H,44,52)(H,45,54)/b12-11-,18-13-,24-21-/t25-,26-,27-,28-,29-,30-,31+,34+,35-,36-,37+,38-,39-/m0/s1

Standard InChI Key:  LYJJBWSHADUNEZ-XWVTUSEJSA-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: 781.99

Molecular Weight (Monoisotopic): 781.4626

AlogP: 6.30

#Rotatable Bonds: 21

Polar Surface Area: 223.41

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: -10.66

CX Basic pKa:

CX LogP: 5.69

CX LogD: 5.58

Aromatic Rings: 1

Heavy Atoms: 56

QED Weighted: 0.02

Np Likeness Score: 1.62

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