Ethyl 15-[(ethoxycarbonyl)amino]-9,10-dimethoxy-14-methyl-5,6,12b,15-tetrahydro-8H-[1,3]dioxo[4,5-g]pyrrolo[2',3':3,4]isoquino[3,2-a]isoquinoline-13-carboxylate

ID: ALA4169377

Chembl Id: CHEMBL4169377

PubChem CID: 145953480

Max Phase: Preclinical

Molecular Formula: C29H33N3O8

Molecular Weight: 551.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NN1C(C)=C(C(=O)OCC)C2c3ccc(OC)c(OC)c3CN3CCc4cc5c(cc4C231)OCO5

Standard InChI:  InChI=1S/C29H33N3O8/c1-6-37-27(33)24-16(3)32(30-28(34)38-7-2)29-20-13-23-22(39-15-40-23)12-17(20)10-11-31(29)14-19-18(25(24)29)8-9-21(35-4)26(19)36-5/h8-9,12-13,25H,6-7,10-11,14-15H2,1-5H3,(H,30,34)

Standard InChI Key:  GONQOVNEQGMHAA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4169377

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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: 551.60

Molecular Weight (Monoisotopic): 551.2268

AlogP: 3.55

#Rotatable Bonds: 6

Polar Surface Area: 108.03

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.09

CX Basic pKa: 1.52

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.54

Np Likeness Score: 0.30

References

1. Mari G, Catalani S, Antonini E, De Crescentini L, Mantellini F, Santeusanio S, Lombardi P, Amicucci A, Battistelli S, Benedetti S, Palma F..  (2018)  Synthesis and biological evaluation of novel heteroring-annulated pyrrolino-tetrahydroberberine analogues as antioxidant agents.,  26  (18): [PMID:30196978] [10.1016/j.bmc.2018.08.038]

Source

Source(1):

• Scientific Literature