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

ID: ALA4753668

Chembl Id: CHEMBL4753668

PubChem CID: 129207592

Max Phase: Preclinical

Molecular Formula: C38H59N5O6S

Molecular Weight: 713.99

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)[C@H](C)CC)c1nc(C(=O)N[C@@H](Cc2ccccc2)C[C@H](C)C(=O)O)cs1

Standard InChI:  InChI=1S/C38H59N5O6S/c1-9-25(5)33(41-35(45)30-18-14-15-19-42(30)7)37(46)43(8)31(24(3)4)22-32(49-10-2)36-40-29(23-50-36)34(44)39-28(20-26(6)38(47)48)21-27-16-12-11-13-17-27/h11-13,16-17,23-26,28,30-33H,9-10,14-15,18-22H2,1-8H3,(H,39,44)(H,41,45)(H,47,48)/t25-,26+,28-,30-,31-,32-,33+/m1/s1

Standard InChI Key:  BCTHCLLDHILJPT-SJVUVPNYSA-N

Alternative Forms

1. Parent:

   

   ALA4753668

   ---

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: 713.99

Molecular Weight (Monoisotopic): 713.4186

AlogP: 5.56

#Rotatable Bonds: 19

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: 2.96

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.17

Np Likeness Score: -0.06

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