2-(4-(2-(3-Methoxyphenyl)-3-methyl-1H-indol-5-yl)piperidin-1-yl)-N-methylethan-1-amine

ID: ALA4636988

Chembl Id: CHEMBL4636988

PubChem CID: 58730846

Max Phase: Preclinical

Molecular Formula: C24H31N3O

Molecular Weight: 377.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(c2ccc3[nH]c(-c4cccc(OC)c4)c(C)c3c2)CC1

Standard InChI:  InChI=1S/C24H31N3O/c1-17-22-16-19(18-9-12-27(13-10-18)14-11-25-2)7-8-23(22)26-24(17)20-5-4-6-21(15-20)28-3/h4-8,15-16,18,25-26H,9-14H2,1-3H3

Standard InChI Key:  PBWOYZALOXLQQU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4636988

   2-[4-[2-(3-methoxyphenyl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine

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: 377.53

Molecular Weight (Monoisotopic): 377.2467

AlogP: 4.55

#Rotatable Bonds: 6

Polar Surface Area: 40.29

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.95

CX LogP: 4.12

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -0.60

References

1. Mussari CP, Dodd DS, Sreekantha RK, Pasunoori L, Wan H, Posy SL, Critton D, Ruepp S, Subramanian M, Watson A, Davies P, Schieven GL, Salter-Cid LM, Srivastava R, Tagore DM, Dudhgaonkar S, Poss MA, Carter PH, Dyckman AJ..  (2020)  Discovery of Potent and Orally Bioavailable Small Molecule Antagonists of Toll-like Receptors 7/8/9 (TLR7/8/9).,  11  (9): [PMID:32944143] [10.1021/acsmedchemlett.0c00264]

2. Sreekantha RK, Mussari CP, Dodd DS, Pasunoori L, Hegde S, Posy SL, Critton D, Ruepp S, Subramanian M, Salter-Cid LM, Tagore DM, Sarodaya S, Dudhgaonkar S, Poss MA, Schieven GL, Carter PH, Macor JE, Dyckman AJ..  (2022)  Identification of 2-Pyridinylindole-Based Dual Antagonists of Toll-like Receptors 7 and 8 (TLR7/8).,  13  (5.0): [PMID:35586440] [10.1021/acsmedchemlett.2c00049]

Source

Source(1):

• Scientific Literature