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

ID: ALA3629727

PubChem CID: 122194539

Max Phase: Preclinical

Molecular Formula: C30H43N5O4S

Molecular Weight: 569.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H43N5O4S/c1-4-20(2)26(34-28(37)24-12-8-9-16-35(24)3)29(38)32-22-14-17-39-25(18-22)30-33-23(19-40-30)27(36)31-15-13-21-10-6-5-7-11-21/h5-7,10-11,19-20,22,24-26H,4,8-9,12-18H2,1-3H3,(H,31,36)(H,32,38)(H,34,37)/t20-,22+,24+,25-,26-/m0/s1

Standard InChI Key:  DWODQQODGUJQCS-FBJDKSOZSA-N

Molfile:  

     RDKit          2D

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   -7.9107   12.0023    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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 39 40  2  0
 40 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629727

   ---

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: 569.77

Molecular Weight (Monoisotopic): 569.3036

AlogP: 3.47

#Rotatable Bonds: 11

Polar Surface Area: 112.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.09

CX Basic pKa: 7.09

CX LogP: 3.05

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: -0.61

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