(S)-((3S,5R,8R,9S,10S,11S,13R,14S,17R)-11,14-dihydroxy-10,13-dimethyl-12-oxo-17-(2-oxo-2H-pyran-5-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl) 2-((S)-1-(2-(benzyloxycarbonylamino)acetyl)pyrrolidine-2-carboxamido)-3-(1H-indol-3-yl)propanoate

ID: ALA4097137

Chembl Id: CHEMBL4097137

PubChem CID: 137660375

Max Phase: Preclinical

Molecular Formula: C50H58N4O11

Molecular Weight: 891.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](OC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)[C@@H]3CCCN3C(=O)CNC(=O)OCc3ccccc3)C[C@H]1CC[C@@H]1[C@@H]2[C@H](O)C(=O)[C@]2(C)[C@@H](c3ccc(=O)oc3)CC[C@]12O

Standard InChI:  InChI=1S/C50H58N4O11/c1-48-20-18-33(24-32(48)15-16-36-42(48)43(57)44(58)49(2)35(19-21-50(36,49)62)30-14-17-41(56)63-28-30)65-46(60)38(23-31-25-51-37-12-7-6-11-34(31)37)53-45(59)39-13-8-22-54(39)40(55)26-52-47(61)64-27-29-9-4-3-5-10-29/h3-7,9-12,14,17,25,28,32-33,35-36,38-39,42-43,51,57,62H,8,13,15-16,18-24,26-27H2,1-2H3,(H,52,61)(H,53,59)/t32-,33+,35-,36-,38+,39+,42-,43+,48+,49+,50+/m1/s1

Standard InChI Key:  QGAOIYQJWPHBSD-OSUBEBGDSA-N

Alternative Forms

1. Parent:

   

   ALA4097137

   ---

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: 891.03

Molecular Weight (Monoisotopic): 890.4102

AlogP: 5.07

#Rotatable Bonds: 11

Polar Surface Area: 217.57

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.09

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.13

Np Likeness Score: 0.95

References

1. Deng LJ, Wang LH, Peng CK, Li YB, Huang MH, Chen MF, Lei XP, Qi M, Cen Y, Ye WC, Zhang DM, Chen WM..  (2017)  Fibroblast Activation Protein α Activated Tripeptide Bufadienolide Antitumor Prodrug with Reduced Cardiotoxicity.,  60  (13): [PMID:28595013] [10.1021/acs.jmedchem.6b01755]

Source

Source(1):

• Scientific Literature