Methyl 15-[(tert-butoxycarbonyl)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: ALA4161702

Chembl Id: CHEMBL4161702

PubChem CID: 145959930

Max Phase: Preclinical

Molecular Formula: C30H35N3O8

Molecular Weight: 565.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)N(NC(=O)OC(C)(C)C)C23c4cc5c(cc4CCN2Cc2c(ccc(OC)c2OC)C13)OCO5

Standard InChI:  InChI=1S/C30H35N3O8/c1-16-24(27(34)38-7)25-18-8-9-21(36-5)26(37-6)19(18)14-32-11-10-17-12-22-23(40-15-39-22)13-20(17)30(25,32)33(16)31-28(35)41-29(2,3)4/h8-9,12-13,25H,10-11,14-15H2,1-7H3,(H,31,35)

Standard InChI Key:  IIKMWEZORSPLFP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4161702

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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: 565.62

Molecular Weight (Monoisotopic): 565.2424

AlogP: 3.94

#Rotatable Bonds: 4

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: 11.10

CX Basic pKa: 1.52

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.55

Np Likeness Score: 0.34

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