H-Dmt-Tic-NH-(R)CH(CH2-COOH)-Bid

ID: ALA444197

Chembl Id: CHEMBL444197

PubChem CID: 25033951

Max Phase: Preclinical

Molecular Formula: C31H33N5O5

Molecular Weight: 555.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N1Cc2ccccc2C[C@H]1C(=O)N[C@H](CC(=O)O)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C31H33N5O5/c1-17-11-21(37)12-18(2)22(17)14-23(32)31(41)36-16-20-8-4-3-7-19(20)13-27(36)30(40)35-26(15-28(38)39)29-33-24-9-5-6-10-25(24)34-29/h3-12,23,26-27,37H,13-16,32H2,1-2H3,(H,33,34)(H,35,40)(H,38,39)/t23-,26+,27-/m0/s1

Standard InChI Key:  USVQTDLSVBRMCR-RNJDCESWSA-N

Alternative Forms

1. Parent:

   

   ALA444197

   H-Dmt-Tic-NH-(R)CH(CH2-COOH)-Bid

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: 555.64

Molecular Weight (Monoisotopic): 555.2482

AlogP: 3.04

#Rotatable Bonds: 8

Polar Surface Area: 161.64

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.99

CX Basic pKa: 7.75

CX LogP: 1.02

CX LogD: 0.92

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.47

References

1. Balboni G, Fiorini S, Baldisserotto A, Trapella C, Sasaki Y, Ambo A, Marczak ED, Lazarus LH, Salvadori S..  (2008)  Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.,  51  (16): [PMID:18680274] [10.1021/jm800587e]

Source

Source(1):

• Scientific Literature