ID: ALA2048827

Max Phase: Preclinical

Molecular Formula: C32H41N9O11

Molecular Weight: 727.73

Molecule Type: Small molecule

Representations

Synonyms (1): Epi 3'-OH Pacidamycin D
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@H](N)C(=O)N(C)[C@@H](C)[C@@H](NC(=O)[C@H](C)NC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)C(=O)N/C=C1\O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C32H41N9O11/c1-14(33)28(47)40(4)16(3)23(27(46)35-13-21-24(43)25(44)29(52-21)41-10-9-22(42)38-32(41)51)39-26(45)15(2)36-31(50)37-20(30(48)49)11-17-12-34-19-8-6-5-7-18(17)19/h5-10,12-16,20,23-25,29,34,43-44H,11,33H2,1-4H3,(H,35,46)(H,39,45)(H,48,49)(H2,36,37,50)(H,38,42,51)/b21-13-/t14-,15-,16-,20-,23+,24+,25+,29+/m0/s1

Standard InChI Key:  OOMGUJKOXVKRQJ-RNRIYRNDSA-N

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

Properties

Molecular Weight: 727.73

Molecular Weight (Monoisotopic): 727.2926

AlogP: -2.71

#Rotatable Bonds: 13

Polar Surface Area: 303.30

Molecular Species: ACID

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.89

CX Basic pKa: 8.36

CX LogP: -5.67

CX LogD: -5.71

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.09

Np Likeness Score: 0.01

References

1. Okamoto K, Sakagami M, Feng F, Takahashi F, Uotani K, Togame H, Takemoto H, Ichikawa S, Matsuda A..  (2012)  Synthesis of pacidamycin analogues via an Ugi-multicomponent reaction.,  22  (14): [PMID:22677318] [10.1016/j.bmcl.2012.05.050]

Source

Source(1):

• Scientific Literature