(2S,4R)-2-methyl-4-(2-((R)-4-methyl-3-((2S,3R)-3-methyl-2-((R)-pyrrolidine-2-carboxamido)pentanamido)pentanoyl)thiazole-4-carboxamido)-5-phenylpentanoic acid hydrochloride

ID: ALA2021535

PubChem CID: 24822577

Max Phase: Preclinical

Molecular Formula: C33H48ClN5O6S

Molecular Weight: 641.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H]1CCCN1)C(=O)N[C@H](CC(=O)c1nc(C(=O)N[C@@H](Cc2ccccc2)C[C@H](C)C(=O)O)cs1)C(C)C.Cl

Standard InChI:  InChI=1S/C33H47N5O6S.ClH/c1-6-20(4)28(38-29(40)24-13-10-14-34-24)31(42)36-25(19(2)3)17-27(39)32-37-26(18-45-32)30(41)35-23(15-21(5)33(43)44)16-22-11-8-7-9-12-22;/h7-9,11-12,18-21,23-25,28,34H,6,10,13-17H2,1-5H3,(H,35,41)(H,36,42)(H,38,40)(H,43,44);1H/t20-,21-,23+,24+,25+,28-;/m0./s1

Standard InChI Key:  JXJBTOJZDRYEAA-BAKCXDNFSA-N

Molfile:  

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M  END

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: 641.84

Molecular Weight (Monoisotopic): 641.3247

AlogP: 3.59

#Rotatable Bonds: 17

Polar Surface Area: 166.59

Molecular Species: ZWITTERION

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.15

CX Basic pKa: 9.40

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.16

Np Likeness Score: -0.07

References

1. Raghavan B, Balasubramanian R, Steele JC, Sackett DL, Fecik RA..  (2008)  Cytotoxic simplified tubulysin analogues.,  51  (6): [PMID:18314944] [10.1021/jm701321p]

Source

Source(1):

• Scientific Literature