{(S)-1-[(R)-1-(8-Carbamoyl-octylcarbamoyl)-2-phenyl-ethylcarbamoyl]-1-methyl-2-phenyl-ethyl}-carbamic acid tert-butyl ester

ID: ALA295301

Chembl Id: CHEMBL295301

PubChem CID: 44291515

Max Phase: Preclinical

Molecular Formula: C33H48N4O5

Molecular Weight: 580.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@](C)(Cc1ccccc1)C(=O)N[C@H](Cc1ccccc1)C(=O)NCCCCCCCCC(N)=O

Standard InChI:  InChI=1S/C33H48N4O5/c1-32(2,3)42-31(41)37-33(4,24-26-19-13-10-14-20-26)30(40)36-27(23-25-17-11-9-12-18-25)29(39)35-22-16-8-6-5-7-15-21-28(34)38/h9-14,17-20,27H,5-8,15-16,21-24H2,1-4H3,(H2,34,38)(H,35,39)(H,36,40)(H,37,41)/t27-,33+/m1/s1

Standard InChI Key:  HJAQMJATMQOAIW-SYBRLPANSA-N

Alternative Forms

1. Parent:

   

   ALA295301

   {(S)-1-[(R)-1-(8-Carbamoyl-octylcarbamoyl)-2-phenyl-ethylcarbamoyl]-1-methyl-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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: 580.77

Molecular Weight (Monoisotopic): 580.3625

AlogP: 4.57

#Rotatable Bonds: 17

Polar Surface Area: 139.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.60

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: -0.37

References

1. Boden P, Eden J, Hodgson J, Horwell D, Howson W, Hughes J, McKnight A, Meecham K, Pritchard M, Raphy J, Ratcliffe G, Suman-Chauhan N, Woodruff G.  (1994)  The rational development of small molecule tachykinin NK3 receptor selective antagonists - the utilisation of a dipeptide chemical library in drug design,  4  (14): [10.1016/S0960-894X(00)80360-1]

Source

Source(1):

• Scientific Literature