ID: ALA1808831

Max Phase: Preclinical

Molecular Formula: C52H51N5O13S

Molecular Weight: 986.07

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCOc1c(OC)c(C)cc2c1[C@@H]1[C@@H]3[C@@H]4SC[C@]5(C(=O)OC[C@H](c6c7c(c(C)c(OC(C)=O)c64)OCO7)N3[C@@H](C#N)[C@H](C2)N1C)c1cc(OC)c(O)cc1CCN5C(=O)/C=C/c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C52H51N5O13S/c1-8-17-66-48-40-31(18-26(2)45(48)65-7)19-34-35(22-53)56-36-23-67-51(61)52(24-71-50(44(56)43(40)54(34)5)42-41(36)49-47(68-25-69-49)27(3)46(42)70-28(4)58)33-21-38(64-6)37(59)20-30(33)15-16-55(52)39(60)14-11-29-9-12-32(13-10-29)57(62)63/h8-14,18,20-21,34-36,43-44,50,59H,1,15-17,19,23-25H2,2-7H3/b14-11+/t34-,35-,36+,43+,44+,50+,52+/m0/s1

Standard InChI Key:  YKLAICWYJYFSLB-BWNJIZLGSA-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: 986.07

Molecular Weight (Monoisotopic): 985.3204

AlogP: 6.71

#Rotatable Bonds: 9

Polar Surface Area: 212.70

Molecular Species: NEUTRAL

HBA: 17

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.83

CX Basic pKa: 4.48

CX LogP: 7.09

CX LogD: 7.09

Aromatic Rings: 4

Heavy Atoms: 71

QED Weighted: 0.05

Np Likeness Score: 0.91

References

1. Saktrakulkla P, Toriumi S, Tsujimoto M, Patarapanich C, Suwanborirux K, Saito N..  (2011)  Chemistry of ecteinascidins. Part 3: preparation of 2'-N-acyl derivatives of ecteinascidin 770 and evaluation of cytotoxicity.,  19  (15): [PMID:21752654] [10.1016/j.bmc.2011.06.047]

Source

Source(1):

• Scientific Literature