(2S,8S,14R,17S)-3,5-bis(trifluoromethyl)benzyl 2-((1H-indol-3-yl)methyl)-17-amino-8-benzyl-5-butyl-18-(4-hydroxyphenyl)-14-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazaoctadecan-1-oate

ID: ALA3608938

Chembl Id: CHEMBL3608938

PubChem CID: 122187205

Max Phase: Preclinical

Molecular Formula: C49H53F6N7O8

Molecular Weight: 981.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C49H53F6N7O8/c1-3-4-13-39(45(67)62-41(23-32-25-57-38-14-9-8-12-36(32)38)47(69)70-27-31-19-33(48(50,51)52)24-34(20-31)49(53,54)55)61-46(68)40(22-29-10-6-5-7-11-29)60-42(64)26-58-43(65)28(2)59-44(66)37(56)21-30-15-17-35(63)18-16-30/h5-12,14-20,24-25,28,37,39-41,57,63H,3-4,13,21-23,26-27,56H2,1-2H3,(H,58,65)(H,59,66)(H,60,64)(H,61,68)(H,62,67)/t28-,37+,39?,40+,41+/m1/s1

Standard InChI Key:  HNLXDBKQNYDVCI-WFKCRPRESA-N

Alternative Forms

1. Parent:

   

   ALA3608938

   ---

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: 981.99

Molecular Weight (Monoisotopic): 981.3860

AlogP: 5.28

#Rotatable Bonds: 22

Polar Surface Area: 233.84

Molecular Species: NEUTRAL

HBA: 9

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 9.48

CX Basic pKa: 7.73

CX LogP: 5.83

CX LogD: 5.47

Aromatic Rings: 5

Heavy Atoms: 70

QED Weighted: 0.03

Np Likeness Score: -0.21

References

1. Nair P, Yamamoto T, Cowell S, Kulkarni V, Moye S, Navratilova E, Davis P, Ma SW, Vanderah TW, Lai J, Porreca F, Hruby VJ..  (2015)  Discovery of tripeptide-derived multifunctional ligands possessing delta/mu opioid receptor agonist and neurokinin 1 receptor antagonist activities.,  25  (17): [PMID:26212775] [10.1016/j.bmcl.2015.06.030]

Source

Source(1):

• Scientific Literature