(S)-2-Amino-pentanedioic acid 5-amide 1-{[(S)-1-{(S)-1-[(S)-1-({[(S)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-methyl}-carbamoyl)-2-methyl-propylcarbamoyl]-ethylcarbamoyl}-2-(1H-indol-3-yl)-ethyl]-amide}

ID: ALA144197

PubChem CID: 10557335

Max Phase: Preclinical

Molecular Formula: C38H56N12O8

Molecular Weight: 808.94

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)CCC(N)=O)C(C)C)C(N)=O

Standard InChI:  InChI=1S/C38H56N12O8/c1-19(2)12-27(33(41)53)48-37(57)29(14-23-16-42-18-45-23)47-31(52)17-44-38(58)32(20(3)4)50-34(54)21(5)46-36(56)28(49-35(55)25(39)10-11-30(40)51)13-22-15-43-26-9-7-6-8-24(22)26/h6-9,15-16,18-21,25,27-29,32,43H,10-14,17,39H2,1-5H3,(H2,40,51)(H2,41,53)(H,42,45)(H,44,58)(H,46,56)(H,47,52)(H,48,57)(H,49,55)(H,50,54)/t21-,25-,27-,28-,29-,32-/m0/s1

Standard InChI Key:  WOMKBSQDYHBBCL-KWFCFTPKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA144197

   H-Gln-Trp-Ala-Val-Gly-His-Leu-NH2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 808.94

Molecular Weight (Monoisotopic): 808.4344

AlogP: -1.98

#Rotatable Bonds: 23

Polar Surface Area: 331.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.57

CX Basic pKa: 7.92

CX LogP: -2.87

CX LogD: -3.56

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.05

Np Likeness Score: -0.15

References

1. Safavy A, Raisch KP, Khazaeli MB, Buchsbaum DJ, Bonner JA..  (1999)  Paclitaxel derivatives for targeted therapy of cancer: toward the development of smart taxanes.,  42  (23): [PMID:10579854] [10.1021/jm990355x]

Source

Source(1):

• Scientific Literature