Dimethyl {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]isoquinolin-13-yl}phosphonate

ID: ALA4165128

Chembl Id: CHEMBL4165128

PubChem CID: 145961201

Max Phase: Preclinical

Molecular Formula: C30H38N3O9P

Molecular Weight: 615.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1OC)CN1CCc3cc4c(cc3C13C2C(P(=O)(OC)OC)=C(C)N3NC(=O)OC(C)(C)C)OCO4

Standard InChI:  InChI=1S/C30H38N3O9P/c1-17-27(43(35,38-7)39-8)25-19-9-10-22(36-5)26(37-6)20(19)15-32-12-11-18-13-23-24(41-16-40-23)14-21(18)30(25,32)33(17)31-28(34)42-29(2,3)4/h9-10,13-14,25H,11-12,15-16H2,1-8H3,(H,31,34)

Standard InChI Key:  GVPDYQFXJJXCRT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4165128

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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: 615.62

Molecular Weight (Monoisotopic): 615.2346

AlogP: 5.21

#Rotatable Bonds: 6

Polar Surface Area: 117.26

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.19

CX Basic pKa: 2.40

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.43

Np Likeness Score: 0.33

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