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

ID: ALA4799397

Chembl Id: CHEMBL4799397

PubChem CID: 129207624

Max Phase: Preclinical

Molecular Formula: C39H57N5O6S

Molecular Weight: 723.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#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/C39H57N5O6S/c1-9-20-50-33(37-41-30(24-51-37)35(45)40-29(21-27(6)39(48)49)22-28-16-12-11-13-17-28)23-32(25(3)4)44(8)38(47)34(26(5)10-2)42-36(46)31-18-14-15-19-43(31)7/h1,11-13,16-17,24-27,29,31-34H,10,14-15,18-23H2,2-8H3,(H,40,45)(H,42,46)(H,48,49)/t26-,27-,29+,31+,32+,33+,34-/m0/s1

Standard InChI Key:  PSHRCMHILBSADR-PUJOPEOLSA-N

Alternative Forms

1. Parent:

   

   ALA4799397

   ---

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: 723.98

Molecular Weight (Monoisotopic): 723.4030

AlogP: 5.17

#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: 2.83

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: -0.17

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