2,11-dimethoxy-13-methyl-6-oxo-6,13-dihydrobenzo[g][1]benzopyrano[4,3-b]indole-3,10-diyl bis[(2S)-2-amino-3-methylbutanoate]

ID: ALA4447038

Chembl Id: CHEMBL4447038

PubChem CID: 155518996

Max Phase: Preclinical

Molecular Formula: C36H37F6N3O12

Molecular Weight: 589.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(ccc3c4c(=O)oc5cc(OC(=O)[C@@H](N)C(C)C)c(OC)cc5c4n(C)c23)cc1OC(=O)[C@@H](N)C(C)C.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C32H35N3O8.2C2HF3O2/c1-14(2)26(33)31(37)42-23-10-16-8-9-17-25-29(35(5)28(17)18(16)11-21(23)39-6)19-12-22(40-7)24(13-20(19)41-30(25)36)43-32(38)27(34)15(3)4;2*3-2(4,5)1(6)7/h8-15,26-27H,33-34H2,1-7H3;2*(H,6,7)/t26-,27-;;/m0../s1

Standard InChI Key:  DBAHRHIHOWZKMS-OKOKNOAKSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 589.65

Molecular Weight (Monoisotopic): 589.2424

AlogP: 4.39

#Rotatable Bonds: 8

Polar Surface Area: 158.24

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 7.62

CX LogP: 4.12

CX LogD: 3.60

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: 0.43

References

1. Fukuda T, Nanjo Y, Fujimoto M, Yoshida K, Natsui Y, Ishibashi F, Okazaki F, To H, Iwao M..  (2019)  Lamellarin-inspired potent topoisomerase I inhibitors with the unprecedented benzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one scaffold.,  27  (2): [PMID:30553626] [10.1016/j.bmc.2018.11.037]

Source

Source(1):

• Scientific Literature