2-((2R,4S)-4-((2S,3S)-N,3-Dimethyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)tetrahydro-2H-pyran-2-yl)-N-phenethylthiazole-4-carboxamide

ID: ALA3629731

PubChem CID: 122194543

Max Phase: Preclinical

Molecular Formula: C31H45N5O4S

Molecular Weight: 583.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H]1CCCCN1C)C(=O)N(C)[C@H]1CCO[C@@H](c2nc(C(=O)NCCc3ccccc3)cs2)C1

Standard InChI:  InChI=1S/C31H45N5O4S/c1-5-21(2)27(34-29(38)25-13-9-10-17-35(25)3)31(39)36(4)23-15-18-40-26(19-23)30-33-24(20-41-30)28(37)32-16-14-22-11-7-6-8-12-22/h6-8,11-12,20-21,23,25-27H,5,9-10,13-19H2,1-4H3,(H,32,37)(H,34,38)/t21-,23-,25+,26+,27-/m0/s1

Standard InChI Key:  MXGDZNUOAXCJOV-UBPKPXMNSA-N

Molfile:  

     RDKit          2D

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 41 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629731

   ---

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: 583.80

Molecular Weight (Monoisotopic): 583.3192

AlogP: 3.81

#Rotatable Bonds: 11

Polar Surface Area: 103.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.13

CX Basic pKa: 7.09

CX LogP: 3.27

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.42

Np Likeness Score: -0.59

References

1. Park Y, Bae SY, Hah JM, Lee SK, Ryu JS..  (2015)  Synthesis of stereochemically diverse cyclic analogs of tubulysins.,  23  (21): [PMID:26474666] [10.1016/j.bmc.2015.10.003]

Source

Source(1):

• Scientific Literature