ID: ALA1822923

Max Phase: Preclinical

Molecular Formula: C44H67N5O9

Molecular Weight: 810.05

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C/C=C\[C@H](C)[C@H](OC(=O)NCCCCNC(=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/C44H67N5O9/c1-10-11-14-28(4)41(58-44(56)47-22-13-12-21-46-42(54)34-16-18-35(19-17-34)48-49-45)32(8)39(52)30(6)24-26(2)23-29(5)38(51)27(3)15-20-36(50)25-37-31(7)40(53)33(9)43(55)57-37/h10-11,14-20,23,27-33,36-41,50-53H,1,12-13,21-22,24-25H2,2-9H3,(H,46,54)(H,47,56)/b14-11-,20-15-,26-23-/t27-,28-,29-,30-,31-,32-,33+,36+,37-,38-,39+,40-,41-/m0/s1

Standard InChI Key:  BHEFSHNDQFVVDP-UXLIDYMASA-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: 810.05

Molecular Weight (Monoisotopic): 809.4939

AlogP: 7.08

#Rotatable Bonds: 23

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: -10.65

CX Basic pKa:

CX LogP: 6.27

CX LogD: 6.16

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.01

Np Likeness Score: 1.56

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