ID: ALA1808826

Max Phase: Preclinical

Molecular Formula: C50H47N5O11S

Molecular Weight: 926.02

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(cc1O)CCN(C(=O)c1ccc3ncccc3c1)[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/C50H47N5O11S/c1-23-14-29-16-32-33(19-51)55-34-20-63-49(60)50(30-18-36(61-5)35(57)17-26(30)11-13-54(50)48(59)28-9-10-31-27(15-28)8-7-12-52-31)21-67-47(41(55)40(53(32)4)37(29)42(58)43(23)62-6)39-38(34)46-45(64-22-65-46)24(2)44(39)66-25(3)56/h7-10,12,14-15,17-18,32-34,40-41,47,57-58H,11,13,16,20-22H2,1-6H3/t32-,33-,34+,40+,41+,47+,50+/m0/s1

Standard InChI Key:  XVENMBVQPRPDMO-UJXRJDAUSA-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: 926.02

Molecular Weight (Monoisotopic): 925.2993

AlogP: 6.09

#Rotatable Bonds: 4

Polar Surface Area: 193.45

Molecular Species: NEUTRAL

HBA: 16

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.13

CX Basic pKa: 5.37

CX LogP: 5.93

CX LogD: 5.92

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.16

Np Likeness Score: 0.93

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