ID: ALA4524055

Max Phase: Preclinical

Molecular Formula: C29H47N5O7

Molecular Weight: 577.72

Molecule Type: Unknown

Representations

Canonical SMILES:  C=CC[C@H]1OC(=O)CCNC(=O)[C@H](C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C29H47N5O7/c1-9-12-21-27(38)34-16-11-13-20(34)26(37)31-23(18(5)10-2)28(39)33(8)24(17(3)4)29(40)32(7)19(6)25(36)30-15-14-22(35)41-21/h9,17-21,23-24H,1,10-16H2,2-8H3,(H,30,36)(H,31,37)/t18-,19-,20-,21+,23-,24-/m0/s1

Standard InChI Key:  XIYSEKITPHTMJT-OCCJOITDSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 577.72

Molecular Weight (Monoisotopic): 577.3475

AlogP: 0.85

#Rotatable Bonds: 5

Polar Surface Area: 145.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.52

CX Basic pKa:

CX LogP: 0.78

CX LogD: 0.78

Aromatic Rings: 0

Heavy Atoms: 41

QED Weighted: 0.36

Np Likeness Score: 1.78

References

1. Cai P, Smith D, Katz B, Pearce C, Venables D, Houck D..  (1998)  Destruxin-A4 chlorohydrin, a novel destruxin from fungus OS-F68576: isolation, structure determination, and biological activity as an inducer of erythropoietin.,  61  (2): [PMID:9514014] [10.1021/np970475c]

2. Chen H, Yeh SF, Ong GT, Wu SH, Sun CM, Chou CK..  (1995)  The novel desmethyldestruxin B2, from Metarhizium anisopliae, that suppresses hepatitis B virus surface antigen production in human hepatoma cells.,  58  (4): [PMID:7623030] [10.1021/np50118a007]

3. Chung YM, El-Shazly M, Chuang DW, Hwang TL, Asai T, Oshima Y, Ashour ML, Wu YC, Chang FR..  (2013)  Suberoylanilide hydroxamic acid, a histone deacetylase inhibitor, induces the production of anti-inflammatory cyclodepsipeptides from Beauveria felina.,  76  (7): [PMID:23822585] [10.1021/np400143j]

4. Meng LH, Liu Y, Li XM, Xu GM, Ji NY, Wang BG..  (2015)  Citrifelins A and B, Citrinin Adducts with a Tetracyclic Framework from Cocultures of Marine-Derived Isolates of Penicillium citrinum and Beauveria felina.,  78  (9): [PMID:26295595] [10.1021/acs.jnatprod.5b00450]

Source

Source(1):

• Scientific Literature