(2S,4R)-4-(2-((1R,3R)-3-((S)-2-cyclohexyl-N-methyl-2-((R)-1-methylpiperidine-2-carboxamido)acetamido)-1-ethoxy-4-methylpentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoic acid

ID: ALA4763090

Chembl Id: CHEMBL4763090

PubChem CID: 129207597

Max Phase: Preclinical

Molecular Formula: C40H61N5O6S

Molecular Weight: 740.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCO[C@H](C[C@H](C(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H]1CCCCN1C)C1CCCCC1)c1nc(C(=O)N[C@@H](Cc2ccccc2)C[C@H](C)C(=O)O)cs1

Standard InChI:  InChI=1S/C40H61N5O6S/c1-7-51-34(38-42-31(25-52-38)36(46)41-30(22-27(4)40(49)50)23-28-16-10-8-11-17-28)24-33(26(2)3)45(6)39(48)35(29-18-12-9-13-19-29)43-37(47)32-20-14-15-21-44(32)5/h8,10-11,16-17,25-27,29-30,32-35H,7,9,12-15,18-24H2,1-6H3,(H,41,46)(H,43,47)(H,49,50)/t27-,30+,32+,33+,34+,35-/m0/s1

Standard InChI Key:  IUNVBOFUBVTUBZ-ZFDUPDKUSA-N

Alternative Forms

1. Parent:

   

   ALA4763090

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 740.02

Molecular Weight (Monoisotopic): 739.4343

AlogP: 6.10

#Rotatable Bonds: 18

Polar Surface Area: 141.17

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.21

CX Basic pKa: 7.09

CX LogP: 3.38

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.17

Np Likeness Score: -0.15

References

1. Courter JR,Hamilton JZ,Hendrick NR,Zaval M,Waight AB,Lyon RP,Senter PD,Jeffrey SC,Burke PJ.  (2020)  Structure-activity relationships of tubulysin analogues.,  30  (14): [PMID:32527543] [10.1016/j.bmcl.2020.127241]

Source

Source(1):

• Scientific Literature