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

ID: ALA3775173

Chembl Id: CHEMBL3775173

PubChem CID: 127032335

Max Phase: Preclinical

Molecular Formula: C27H33N3O5

Molecular Weight: 479.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)n(Cc2ccccc2[N+](=O)[O-])c2ccc(OCCCN3CCCCC3)cc12

Standard InChI:  InChI=1S/C27H33N3O5/c1-3-34-27(31)26-20(2)29(19-21-10-5-6-11-24(21)30(32)33)25-13-12-22(18-23(25)26)35-17-9-16-28-14-7-4-8-15-28/h5-6,10-13,18H,3-4,7-9,14-17,19H2,1-2H3

Standard InChI Key:  NQNHMIYKKHWLAC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3775173

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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: -1.51

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