(1S,4R,8S,11S,14S,17S)-14-Benzyl-17-(1H-indol-3-ylmethyl)-8-isobutyl-4-(2-methylsulfanyl-ethyl)-2,6,9,12,15,18,22-heptaaza-bicyclo[9.8.4]tricosane-3,7,10,13,16,19,21-heptaone

ID: ALA334721

Chembl Id: CHEMBL334721

PubChem CID: 10327792

Max Phase: Preclinical

Molecular Formula: C38H48N8O7S

Molecular Weight: 760.92

Molecule Type: Protein

Names and Identifiers

Synonyms: MEN-10627 | MEN-10627|CHEMBL334721|BDBM50366377|(1S,4S,7S,10S,13S,16S)-4-Benzyl-7-(1H-indol-3-ylmethyl)-16-(2-methylpropyl)-13-(2-methylsulfanylethyl)-2,5,8,11,14,17,20-heptazabicyclo[8.8.4]docosane-3,6,9,12,15,18,21-heptone

Canonical SMILES:  CSCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CNC(=O)C[C@H](NC1=O)C(=O)N[C@@H](Cc1c[nH]c3ccccc13)C(=O)N[C@@H](Cc1ccccc1)C(=O)N2

Standard InChI:  InChI=1S/C38H48N8O7S/c1-21(2)15-27-34(49)41-26(13-14-54-3)33(48)45-30-18-32(47)40-20-31(38(53)42-27)46-35(50)28(16-22-9-5-4-6-10-22)43-36(51)29(44-37(30)52)17-23-19-39-25-12-8-7-11-24(23)25/h4-12,19,21,26-31,39H,13-18,20H2,1-3H3,(H,40,47)(H,41,49)(H,42,53)(H,43,51)(H,44,52)(H,45,48)(H,46,50)/t26-,27-,28-,29-,30-,31-/m0/s1

Standard InChI Key:  CFDNUNSOUUFTQO-HPMAGDRPSA-N

Alternative Forms

1. Parent:

   

   ALA334721

   CID 10327792

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 760.92

Molecular Weight (Monoisotopic): 760.3367

AlogP: 0.19

#Rotatable Bonds: 9

Polar Surface Area: 219.49

Molecular Species: NEUTRAL

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: 0.34

CX LogD: 0.34

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.15

Np Likeness Score: 0.56

References

1. Lombardi A, D'Agostino B, Nastri F, D'Andrea LD, Filippelli A, Falciani M, Rossi F, Pavone V..  (1998)  A novel super-potent neurokinin A receptor antagonist containing dehydroalanine.,  8  (10): [PMID:9871726] [10.1016/s0960-894x(98)00178-4]

2. Horwell DC, Howson W, Naylor D, Wilems HM.  (1995)  The design of polar -turn dipeptide mimetics,  5  (14): [10.1016/0960-894X(95)00254-Q]

3. Lombardi A, D'Agostino B, Filippelli A, Pedone C, Matera MG, Falciani M, De Rosa M, Rossi F, Pavone V..  (1998)  Neuronorm is a potent and water soluble neurokinin A receptor antagonist.,  8  (13): [PMID:9873425] [10.1016/s0960-894x(98)00282-0]

4. Horwell DC, Naylor D, Willems HM.  (1997)  2,3-Substituted 2-azanorbornanes as polar -turn mimetics,  7  (1): [10.1016/S0960-894X(96)00570-7]

5. Giannotti D, Perrotta E, Di Bugno C, Nannicini R, Harmat NJ, Giolitti A, Patacchini R, Renzetti AR, Rotondaro L, Giuliani S, Altamura M, Maggi CA..  (2000)  Discovery of potent cyclic pseudopeptide human tachykinin NK-2 receptor antagonists.,  43  (22): [PMID:11063600] [10.1021/jm0010217]

Source

Source(1):

• Scientific Literature