Ethyl 1-(3-Nitrobenzyl)-2-methyl-5-(3-(piperidin-1-yl)propoxy)-1H-indole-3-carboxylate

ID: ALA3775575

Chembl Id: CHEMBL3775575

PubChem CID: 127032336

Max Phase: Preclinical

Molecular Formula: C27H33N3O5

Molecular Weight: 479.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)n(Cc2cccc([N+](=O)[O-])c2)c2ccc(OCCCN3CCCCC3)cc12

Standard InChI:  InChI=1S/C27H33N3O5/c1-3-34-27(31)26-20(2)29(19-21-9-7-10-22(17-21)30(32)33)25-12-11-23(18-24(25)26)35-16-8-15-28-13-5-4-6-14-28/h7,9-12,17-18H,3-6,8,13-16,19H2,1-2H3

Standard InChI Key:  DXEBAOZMRXLJPT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3775575

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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: 479.58

Molecular Weight (Monoisotopic): 479.2420

AlogP: 5.34

#Rotatable Bonds: 10

Polar Surface Area: 86.84

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.20

CX LogP: 5.29

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -1.61

References

1. Lepri S, Buonerba F, Goracci L, Velilla I, Ruzziconi R, Schindler BD, Seo SM, Kaatz GW, Cruciani G..  (2016)  Indole Based Weapons to Fight Antibiotic Resistance: A Structure-Activity Relationship Study.,  59  (3): [PMID:26757340] [10.1021/acs.jmedchem.5b01219]

Source

Source(1):

• Scientific Literature