13-[2-(Dimethylamino)ethyl]-3,10-dihydroxy-2,11-dimethoxybenzo[g][1]benzopyrano[4,3-b]indol-6(13H)-one

ID: ALA4554341

Chembl Id: CHEMBL4554341

PubChem CID: 57521306

Max Phase: Preclinical

Molecular Formula: C27H25F3N2O8

Molecular Weight: 448.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(ccc3c4c(=O)oc5cc(O)c(OC)cc5c4n(CCN(C)C)c23)cc1O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C25H24N2O6.C2HF3O2/c1-26(2)7-8-27-23-14(6-5-13-9-17(28)20(31-3)10-15(13)23)22-24(27)16-11-21(32-4)18(29)12-19(16)33-25(22)30;3-2(4,5)1(6)7/h5-6,9-12,28-29H,7-8H2,1-4H3;(H,6,7)

Standard InChI Key:  CPSGVTGSERTGOH-UHFFFAOYSA-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: 448.48

Molecular Weight (Monoisotopic): 448.1634

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 97.30

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.11

CX Basic pKa: 9.57

CX LogP: 1.87

CX LogD: 1.47

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: 0.19

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