Acetic acid (S)-2-({1-[(S)-(3S,5S)-4-hydroxy-2-((S)-2-methyl-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-methyl-carbamoyl)-1-methyl-2-[(S)-4-methyl-2-(methyl-octanoyl-amino)-pentanoylamino]-ethyl ester

ID: ALA185931

PubChem CID: 44397370

Max Phase: Preclinical

Molecular Formula: C37H61N5O9

Molecular Weight: 719.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N(C)[C@H](C(=O)N1C[C@@H](O)C[C@H]1C(=O)N1C(=O)C=C[C@@H]1C)C(C)C)C(C)OC(C)=O

Standard InChI:  InChI=1S/C37H61N5O9/c1-11-12-13-14-15-16-30(45)39(9)28(19-22(2)3)34(47)38-32(25(7)51-26(8)43)36(49)40(10)33(23(4)5)37(50)41-21-27(44)20-29(41)35(48)42-24(6)17-18-31(42)46/h17-18,22-25,27-29,32-33,44H,11-16,19-21H2,1-10H3,(H,38,47)/t24-,25?,27-,28-,29-,32-,33-/m0/s1

Standard InChI Key:  LJXCMWIXKXYBMH-IUHHBDENSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA185931

   [(3S)-4-[[(2S)-1-[(2S,4S)-4-hydroxy-2-[(2S)-2-methyl-5-oxo-2H-pyrrole-1-carbonyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-methylamino]-3-[[(2S)-4-methyl-2-[methyl(octanoyl)amino]pentanoyl]amino]-4-oxobutan-2-yl] acetate

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: 719.92

Molecular Weight (Monoisotopic): 719.4469

AlogP: 2.41

#Rotatable Bonds: 18

Polar Surface Area: 173.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.21

CX Basic pKa: ┄

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: ┄

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: 0.61

References

1. Mandal AK, Hines J, Kuramochi K, Crews CM..  (2005)  Developing microcolin A analogs as biological probes.,  15  (18): [PMID:15993592] [10.1016/j.bmcl.2005.06.020]

Source

Source(1):

• Scientific Literature