4-((S)-2-((S)-2-Amino-3-hydroxypropanamido)-4-methylpentanamido)benzyl(R)-1-(((2R,3R,11bS)-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)methyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

ID: ALA4218985

Chembl Id: CHEMBL4218985

PubChem CID: 145970311

Max Phase: Preclinical

Molecular Formula: C46H63N5O9

Molecular Weight: 830.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@@H]1c2cc(OC)c(OC)cc2CCN1C(=O)OCc1ccc(NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CO)cc1

Standard InChI:  InChI=1S/C46H63N5O9/c1-8-29-24-50-15-13-30-20-40(56-4)42(58-6)22-34(30)38(50)18-32(29)19-39-35-23-43(59-7)41(57-5)21-31(35)14-16-51(39)46(55)60-26-28-9-11-33(12-10-28)48-45(54)37(17-27(2)3)49-44(53)36(47)25-52/h9-12,20-23,27,29,32,36-39,52H,8,13-19,24-26,47H2,1-7H3,(H,48,54)(H,49,53)/t29-,32+,36-,37-,38-,39+/m0/s1

Standard InChI Key:  BZPNEVOWSVVJDC-YCHXUHGBSA-N

Alternative Forms

1. Parent:

   

   ALA4218985

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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

Calculated Properties

Molecular Weight: 830.04

Molecular Weight (Monoisotopic): 829.4626

AlogP: 5.78

#Rotatable Bonds: 16

Polar Surface Area: 174.15

Molecular Species: BASE

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.34

CX Basic pKa: 8.67

CX LogP: 4.99

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.14

Np Likeness Score: 0.26

References

1. Akinboye ES, Rosen MD, Bakare O, Denmeade SR..  (2017)  Anticancer activities of emetine prodrugs that are proteolytically activated by the prostate specific antigen (PSA) and evaluation of in vivo toxicity of emetine derivatives.,  25  (24): [PMID:29153549] [10.1016/j.bmc.2017.11.015]

Source

Source(1):

• Scientific Literature