ID: ALA1808827

Max Phase: Preclinical

Molecular Formula: C55H56N4O11S

Molecular Weight: 981.14

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCOc1cc2c(cc1OC)[C@@]1(CS[C@@H]3c4c(OC(C)=O)c(C)c5c(c4[C@@H](COC1=O)N1[C@@H]3[C@H]3c4c(cc(C)c(OC)c4OCC=C)C[C@@H]([C@@H]1C#N)N3C)OCO5)N(C(=O)/C=C/c1ccccc1)CC2

Standard InChI:  InChI=1S/C55H56N4O11S/c1-9-20-65-41-24-34-18-19-58(42(61)17-16-33-14-12-11-13-15-33)55(36(34)25-40(41)63-7)28-71-53-45-44(52-50(68-29-69-52)31(4)49(45)70-32(5)60)39(27-67-54(55)62)59-38(26-56)37-23-35-22-30(3)48(64-8)51(66-21-10-2)43(35)46(47(53)59)57(37)6/h9-17,22,24-25,37-39,46-47,53H,1-2,18-21,23,27-29H2,3-8H3/b17-16+/t37-,38-,39+,46+,47+,53+,55+/m0/s1

Standard InChI Key:  FYECXWFGBQWKOR-VZXYFXEASA-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: 981.14

Molecular Weight (Monoisotopic): 980.3666

AlogP: 7.66

#Rotatable Bonds: 11

Polar Surface Area: 158.56

Molecular Species: NEUTRAL

HBA: 15

HBD: 0

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa: 4.48

CX LogP: 8.03

CX LogD: 8.03

Aromatic Rings: 4

Heavy Atoms: 71

QED Weighted: 0.06

Np Likeness Score: 0.95

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