ID: ALA470889

Max Phase: Preclinical

Molecular Formula: C11H15N5O4

Molecular Weight: 281.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1nc(N)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2n1

Standard InChI:  InChI=1S/C11H15N5O4/c1-19-11-14-9(12)8-10(15-11)16(4-13-8)7-2-5(18)6(3-17)20-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14,15)/t5-,6+,7+/m0/s1

Standard InChI Key:  HGRICISHTIAZJG-RRKCRQDMSA-N

Molecule Features

Natural Product: Yes

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: 281.27

Molecular Weight (Monoisotopic): 281.1124

AlogP: -0.94

#Rotatable Bonds: 3

Polar Surface Area: 128.54

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.89

CX Basic pKa: 4.27

CX LogP: -0.67

CX LogD: -0.67

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: 0.78

References

1. Searle PA, Molinski TF.  (1994)  Isolation of Spongosine and 2'-Deoxyspongosine from a Western Australian Sponge of the Order Hadromerida (Tethyidae),  57  (10): [10.1021/np50112a018]

2. Bertin MJ, Schwartz SL, Lee J, Korobeynikov A, Dorrestein PC, Gerwick L, Gerwick WH..  (2015)  Spongosine production by a Vibrio harveyi strain associated with the sponge Tectitethya crypta.,  78  (3): [PMID:25668560] [10.1021/np5009762]

Source

Source(1):

• Scientific Literature