ID: ALA1808830

Max Phase: Preclinical

Molecular Formula: C49H47N5O13S

Molecular Weight: 946.00

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(cc1O)CCN(C(=O)/C=C/c1ccc([N+](=O)[O-])cc1)[C@]21CS[C@@H]2c3c(OC(C)=O)c(C)c4c(c3[C@@H](COC1=O)N1[C@@H]2[C@H]2c3c(cc(C)c(OC)c3O)C[C@@H]([C@@H]1C#N)N2C)OCO4

Standard InChI:  InChI=1S/C49H47N5O13S/c1-23-15-28-16-31-32(19-50)53-33-20-64-48(59)49(30-18-35(62-5)34(56)17-27(30)13-14-52(49)36(57)12-9-26-7-10-29(11-8-26)54(60)61)21-68-47(41(53)40(51(31)4)37(28)42(58)43(23)63-6)39-38(33)46-45(65-22-66-46)24(2)44(39)67-25(3)55/h7-12,15,17-18,31-33,40-41,47,56,58H,13-14,16,20-22H2,1-6H3/b12-9+/t31-,32-,33+,40+,41+,47+,49+/m0/s1

Standard InChI Key:  FCWWLIKCVDGSLD-CWZUGHGZSA-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: 946.00

Molecular Weight (Monoisotopic): 945.2891

AlogP: 5.85

#Rotatable Bonds: 6

Polar Surface Area: 223.70

Molecular Species: NEUTRAL

HBA: 17

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.13

CX Basic pKa: 5.37

CX LogP: 6.22

CX LogD: 6.20

Aromatic Rings: 4

Heavy Atoms: 68

QED Weighted: 0.08

Np Likeness Score: 1.04

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