BQ-587 (cyclo(D-Trp-D-Asp-L-Hyp(N(_),N(_)-dimethyl-L-Lys)-D-Val-L-Leu)

ID: ALA2369945

Chembl Id: CHEMBL2369945

PubChem CID: 73351533

Max Phase: Preclinical

Molecular Formula: C39H58N8O9

Molecular Weight: 782.94

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@@H](C(C)C)NC(=O)[C@@H]2C[C@@H](OC(=O)[C@H](CCCCN)N(C)C)CN2C(=O)[C@@H](CC(=O)O)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC1=O

Standard InChI:  InChI=1S/C39H58N8O9/c1-21(2)15-27-34(50)42-28(16-23-19-41-26-12-8-7-11-25(23)26)35(51)44-29(18-32(48)49)38(54)47-20-24(56-39(55)30(46(5)6)13-9-10-14-40)17-31(47)36(52)45-33(22(3)4)37(53)43-27/h7-8,11-12,19,21-22,24,27-31,33,41H,9-10,13-18,20,40H2,1-6H3,(H,42,50)(H,43,53)(H,44,51)(H,45,52)(H,48,49)/t24-,27+,28-,29-,30+,31+,33-/m1/s1

Standard InChI Key:  QMVHQFABXDTFRL-QQDPCNTGSA-N

Alternative Forms

1. Parent:

   

   ALA2369945

   N(Me2)Lys-(1).cyclo[D-Asp-Hyp(1)-D-Val-Leu-D-Trp]

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: 782.94

Molecular Weight (Monoisotopic): 782.4327

AlogP: 0.41

#Rotatable Bonds: 14

Polar Surface Area: 245.36

Molecular Species: ZWITTERION

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.88

CX Basic pKa: 10.05

CX LogP: -1.84

CX LogD: -2.00

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.10

Np Likeness Score: 0.85

References

1. Akhteruzzaman S, Kato Y, Hisaka A, Sugiyama Y..  (1999)  Primary active transport of peptidic endothelin antagonists by rat hepatic canalicular membrane.,  288  (1): [PMID:9918561]

Source

Source(1):

• TP-search Transporter Database