ID: ALA305356

Max Phase: Preclinical

Molecular Formula: C31H50N8O8

Molecular Weight: 662.79

Molecule Type: Protein

Representations

Canonical SMILES:  CC(C)C[C@@H](NC(=O)[C@@H](Cc1ccc(O)cc1)N(C)C(=O)[C@@H](N)CCCN=C(N)N)C(=O)N1CCC[C@@H]1C(=O)N[C@H](C(=O)O)[C@H](C)O

Standard InChI:  InChI=1S/C31H50N8O8/c1-17(2)15-22(29(45)39-14-6-8-23(39)26(42)37-25(18(3)40)30(46)47)36-27(43)24(16-19-9-11-20(41)12-10-19)38(4)28(44)21(32)7-5-13-35-31(33)34/h9-12,17-18,21-25,40-41H,5-8,13-16,32H2,1-4H3,(H,36,43)(H,37,42)(H,46,47)(H4,33,34,35)/t18-,21-,22+,23+,24+,25-/m0/s1

Standard InChI Key:  URMUKGRBZYITIR-UTJYPEIASA-N

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

Properties

Molecular Weight: 662.79

Molecular Weight (Monoisotopic): 662.3752

AlogP: -1.39

#Rotatable Bonds: 17

Polar Surface Area: 267.00

Molecular Species: ZWITTERION

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.68

CX Basic pKa: 11.23

CX LogP: -3.01

CX LogD: -3.38

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.46

References

1. Osborne RH, Odell B, Blagbrough IS.  (1995)  Proctolin and related N-methylated pentapeptides selectively contract locust foregut but not rat ileum,  5  (18): [10.1016/0960-894X(95)00372-Z]

2. Hinton JM, Osborne RH, Odell B, Hammond SJ, Blagbrough IS.  (1995)  Cycloproctolin and [-Methyl-l-Tyr]-proctolin are potent antagonists of proctolin-induced inositol phosphate production in locust foregut homogenates,  5  (24): [10.1016/0960-894X(95)00527-0]

Source

Source(1):

• Scientific Literature