[1-[4-(1-Carbamoyl-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-2-(1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester

ID: ALA164410

Chembl Id: CHEMBL164410

PubChem CID: 44376674

Max Phase: Preclinical

Molecular Formula: C30H39N5O5

Molecular Weight: 549.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCCCC(=O)NC(Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C30H39N5O5/c1-30(2,3)40-29(39)35-25(18-21-19-33-23-14-8-7-13-22(21)23)28(38)32-16-10-9-15-26(36)34-24(27(31)37)17-20-11-5-4-6-12-20/h4-8,11-14,19,24-25,33H,9-10,15-18H2,1-3H3,(H2,31,37)(H,32,38)(H,34,36)(H,35,39)/t24?,25-/m0/s1

Standard InChI Key:  YZZWIGHROGGDQZ-BBMPLOMVSA-N

Alternative Forms

1. Parent:

   

   ALA164410

   tert-butyl N-[(2S)-1-[[5-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-5-oxopentyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamate

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: 549.67

Molecular Weight (Monoisotopic): 549.2951

AlogP: 3.10

#Rotatable Bonds: 13

Polar Surface Area: 155.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.66

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -0.44

References

1. Horwell DC, Beeby A, Clark CR, Hughes J..  (1987)  Synthesis and binding affinities of analogues of cholecystokinin-(30-33) as probes for central nervous system cholecystokinin receptors.,  30  (4): [PMID:3560164] [10.1021/jm00387a027]

Source

Source(1):

• Scientific Literature