ID: ALA2145456

Max Phase: Preclinical

Molecular Formula: C37H53F7N6O8

Molecular Weight: 614.81

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](N)C(=O)N1CCN[C@H](C(=O)N[C@H](Cc2ccc(F)cc2)C(=O)N2CCC(C(=O)NC(C)(C)C)(C3CCCCC3)CC2)C1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C33H51FN6O4.2C2HF3O2/c1-22(35)29(42)40-19-16-36-27(21-40)28(41)37-26(20-23-10-12-25(34)13-11-23)30(43)39-17-14-33(15-18-39,24-8-6-5-7-9-24)31(44)38-32(2,3)4;2*3-2(4,5)1(6)7/h10-13,22,24,26-27,36H,5-9,14-21,35H2,1-4H3,(H,37,41)(H,38,44);2*(H,6,7)/t22-,26+,27-;;/m0../s1

Standard InChI Key:  OOYPVXPOPNRJGE-ZFQZKVMISA-N

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

Properties

Molecular Weight: 614.81

Molecular Weight (Monoisotopic): 614.3956

AlogP: 2.10

#Rotatable Bonds: 8

Polar Surface Area: 136.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.28

CX Basic pKa: 8.38

CX LogP: 1.82

CX LogD: 0.78

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.35

Np Likeness Score: -0.51

References

1. Palucki BL, Park MK, Nargund RP, Ye Z, Sebhat IK, Pollard PG, Kalyani RN, Tang R, Macneil T, Weinberg DH, Vongs A, Rosenblum CI, Doss GA, Miller RR, Stearns RA, Peng Q, Tamvakopoulos C, McGowan E, Martin WJ, Metzger JM, Shepherd CA, Strack AM, Macintyre DE, Van der Ploeg LH, Patchett AA..  (2005)  Discovery of (2S)-N-[(1R)-2-[4-cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]-4-methyl-2-piperazinecarboxamide (MB243), a potent and selective melanocortin subtype-4 receptor agonist.,  15  (1): [PMID:15582434] [10.1016/j.bmcl.2004.10.020]

Source

Source(1):

• Scientific Literature