N-[(5-{[(4-Methylphenyl)sulfonyl]amino}-1H-indol-1-yl)-acetyl]-L-leucine

ID: ALA3326832

Chembl Id: CHEMBL3326832

PubChem CID: 118711921

Max Phase: Preclinical

Molecular Formula: C23H27N3O5S

Molecular Weight: 457.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc3c(ccn3CC(=O)N[C@@H](CC(C)C)C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C23H27N3O5S/c1-15(2)12-20(23(28)29)24-22(27)14-26-11-10-17-13-18(6-9-21(17)26)25-32(30,31)19-7-4-16(3)5-8-19/h4-11,13,15,20,25H,12,14H2,1-3H3,(H,24,27)(H,28,29)/t20-/m0/s1

Standard InChI Key:  XXWMOYGHYXDSBO-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3326832

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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: 457.55

Molecular Weight (Monoisotopic): 457.1671

AlogP: 3.37

#Rotatable Bonds: 9

Polar Surface Area: 117.50

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.13

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 0.32

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.41

References

1. Thomas JB, Giddings AM, Wiethe RW, Olepu S, Warner KR, Sarret P, Gendron L, Longpre JM, Zhang Y, Runyon SP, Gilmour BP..  (2014)  Identification of N-[(5-{[(4-methylphenyl)sulfonyl]amino}-3-(trifluoroacetyl)-1H-indol-1-yl)acetyl]-l-leucine (NTRC-824), a neurotensin-like nonpeptide compound selective for the neurotensin receptor type 2.,  57  (17): [PMID:25157640] [10.1021/jm500857r]

Source

Source(1):

• Scientific Literature