N-[(1R,2S)-1-({[5-[(Dimethylamino)methyl]-2-(trifluoromethoxy)phenyl]amino}carbonyl)-2-(1H-indol-3-yl)propyl]-4-(4-fluoro-2-methylphenyl)-3-oxopiperazine-1-carboxamide

ID: ALA4217405

PubChem CID: 11563877

Max Phase: Preclinical

Molecular Formula: C34H36F4N6O4

Molecular Weight: 668.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(F)ccc1N1CCN(C(=O)N[C@@H](C(=O)Nc2cc(CN(C)C)ccc2OC(F)(F)F)[C@@H](C)c2c[nH]c3ccccc23)CC1=O

Standard InChI:  InChI=1S/C34H36F4N6O4/c1-20-15-23(35)10-11-28(20)44-14-13-43(19-30(44)45)33(47)41-31(21(2)25-17-39-26-8-6-5-7-24(25)26)32(46)40-27-16-22(18-42(3)4)9-12-29(27)48-34(36,37)38/h5-12,15-17,21,31,39H,13-14,18-19H2,1-4H3,(H,40,46)(H,41,47)/t21-,31+/m0/s1

Standard InChI Key:  HUSUOHXIMXAZBI-JCOAXYOVSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4217405

   CID 11563877

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: 668.69

Molecular Weight (Monoisotopic): 668.2734

AlogP: 5.74

#Rotatable Bonds: 9

Polar Surface Area: 110.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.67

CX Basic pKa: 8.16

CX LogP: 5.54

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.20

Np Likeness Score: -1.46

References

1. Banno Y, Sasaki S, Kamata M, Kunitomo J, Miyamoto Y, Abe H, Taya N, Oi S, Watanabe M, Urushibara T, Hazama M, Niwa SI, Miyamoto S, Horinouchi A, Kuroshima KI, Amano N, Matsumoto SI, Matsunaga S..  (2017)  Design and synthesis of a novel series of orally active, selective somatostatin receptor 2 agonists for the treatment of type 2 diabetes.,  25  (21): [PMID:28988629] [10.1016/j.bmc.2017.09.031]

Source

Source(1):

• Scientific Literature