(6R,10aS)-6-(3,5-Dibromo-4-methoxyphenyl)-2,3,10a,11-tetrahydro-[1,4]dioxino[2,3-g]imidazo[1,5-b]isoquinoline-8,10(6H,9H)-dione

ID: ALA5285469

Chembl Id: CHEMBL5285469

Max Phase: Preclinical

Molecular Formula: C20H16Br2N2O5

Molecular Weight: 524.17

Names and Identifiers

Canonical SMILES:  COc1c(Br)cc([C@@H]2c3cc4c(cc3C[C@H]3C(=O)NC(=O)N23)OCCO4)cc1Br

Standard InChI:  InChI=1S/C20H16Br2N2O5/c1-27-18-12(21)4-10(5-13(18)22)17-11-8-16-15(28-2-3-29-16)7-9(11)6-14-19(25)23-20(26)24(14)17/h4-5,7-8,14,17H,2-3,6H2,1H3,(H,23,25,26)/t14-,17+/m0/s1

Standard InChI Key:  JLVXITSDGMVAMK-WMLDXEAASA-N

Alternative Forms

1. Parent:

   

   ALA5285469

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 524.17

Molecular Weight (Monoisotopic): 521.9426

AlogP: 3.56

#Rotatable Bonds: 2

Polar Surface Area: 77.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.37

CX Basic pKa:

CX LogP: 3.43

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: 0.15

References

1. Leng J, Zhao Y, Sheng P, Xia Y, Chen T, Zhao S, Xie S, Yan X, Wang X, Yin Y, Kong L..  (2022)  Discovery of Novel N-Heterocyclic-Fused Deoxypodophyllotoxin Analogues as Tubulin Polymerization Inhibitors Targeting the Colchicine-Binding Site for Cancer Treatment.,  65  (24.0): [PMID:36471625] [10.1021/acs.jmedchem.2c01595]

Source

Source(1):

• Scientific Literature