ID: ALA5172272

Max Phase: Preclinical

Molecular Formula: C48H69N13O8

Molecular Weight: 956.16

Representations

Canonical SMILES:  CCCC[C@H](N)C(=O)N[C@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)N(C)C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C48H69N13O8/c1-3-4-17-32(49)42(64)59-37-27-40(62)53-22-11-10-19-34(41(50)63)56-45(67)39(26-30-28-55-33-18-9-8-16-31(30)33)60(2)46(68)35(20-12-23-54-48(51)52)57-43(65)36(25-29-14-6-5-7-15-29)58-44(66)38-21-13-24-61(38)47(37)69/h5-9,14-16,18,28,32,34-39,55H,3-4,10-13,17,19-27,49H2,1-2H3,(H2,50,63)(H,53,62)(H,56,67)(H,57,65)(H,58,66)(H,59,64)(H4,51,52,54)/t32-,34-,35-,36+,37-,38-,39-/m0/s1

Standard InChI Key:  UIKNVPAJAICFKL-YIZWONDUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 956.16

Molecular Weight (Monoisotopic): 955.5392

AlogP: -0.33

#Rotatable Bonds: 14

Polar Surface Area: 332.92

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.78

CX Basic pKa: 11.54

CX LogP: -1.70

CX LogD: -4.15

Aromatic Rings: 3

Heavy Atoms: 69

QED Weighted: 0.06

Np Likeness Score: 0.65

References

1. Gimenez LE, Noblin TA, Williams SY, Mullick Bagchi S, Ji RL, Tao YX, Jeppesen CB, Conde-Frieboes KW, Sawyer TK, Grieco P, Cone RD..  (2022)  Demonstration of a Common DPhe⁷ to DNal(2')⁷ Peptide Ligand Antagonist Switch for Melanocortin-3 and Melanocortin-4 Receptors Identifies the Systematic Mischaracterization of the Pharmacological Properties of Melanocortin Peptides.,  65  (8.0): [PMID:35404053] [10.1021/acs.jmedchem.1c01295]

Source

Source(1):

• Scientific Literature