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

ID: ALA4645620

Chembl Id: CHEMBL4645620

PubChem CID: 58730809

Max Phase: Preclinical

Molecular Formula: C24H31N3O

Molecular Weight: 377.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCN1CCC(c2ccc3[nH]c(-c4ccc(OC)cc4)c(C)c3c2)CC1

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

Standard InChI Key:  LXIQZKITRZKTAT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4645620

   2-[4-[2-(4-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: -0.51

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