ID: ALA361536

Max Phase: Preclinical

Molecular Formula: C33H58N4O5

Molecular Weight: 590.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN[C@H](C(=O)N[C@H](C(=O)N(C)[C@H](/C=C(\C)C(=O)N1CCC[C@@H]1C(=O)OC)C(C)C)C(C)(C)C)C(C)(C)C1CCCCC1

Standard InChI:  InChI=1S/C33H58N4O5/c1-21(2)25(20-22(3)29(39)37-19-15-18-24(37)31(41)42-11)36(10)30(40)27(32(4,5)6)35-28(38)26(34-9)33(7,8)23-16-13-12-14-17-23/h20-21,23-27,34H,12-19H2,1-11H3,(H,35,38)/b22-20+/t24-,25-,26-,27-/m1/s1

Standard InChI Key:  POEZATUULFKDOM-ULOHSEQHSA-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: 590.85

Molecular Weight (Monoisotopic): 590.4407

AlogP: 4.31

#Rotatable Bonds: 11

Polar Surface Area: 108.05

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.78

CX Basic pKa: 8.87

CX LogP: 4.83

CX LogD: 3.35

Aromatic Rings: 0

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: 0.70

References

1. Zask A, Birnberg G, Cheung K, Kaplan J, Niu C, Norton E, Yamashita A, Beyer C, Krishnamurthy G, Greenberger LM, Loganzo F, Ayral-Kaloustian S..  (2004)  D-piece modifications of the hemiasterlin analog HTI-286 produce potent tubulin inhibitors.,  14  (16): [PMID:15261301] [10.1016/j.bmcl.2004.05.005]

Source

Source(1):

• Scientific Literature