NPASS drugs

Drug Information

Drug ID:	NPD2179
Drug Name:	apaxifylline
Molecular Formula:	C16H22N4O3
Canonical SMILES:	CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)C1CCC(=O)C1
Standard InCHI:	InChI=1S/C16H22N4O3/c1-3-7-19-14-12(15(22)20(8-4-2)16(19)23)17-13(18-14)10-5-6-11(21)9-10/h10H,3-9H2,1-2H3,(H,17,18)
Standard InCHIKey:	RUHGOZFOVBMWOO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2179

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	283
0.1-0.2	22871
0.2-0.3	4281
0.3-0.4	2599
0.4-0.5	653
0.5-0.6	182
0.6-0.7	9
0.7-0.8	12
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7761	NPC158847
Intermediate Similarity	0.7704	NPC252603
Intermediate Similarity	0.7432	NPC226184
Intermediate Similarity	0.7432	NPC167285
Intermediate Similarity	0.7432	NPC76544
Intermediate Similarity	0.7407	NPC148385
Intermediate Similarity	0.7259	NPC303899
Intermediate Similarity	0.7259	NPC256849
Intermediate Similarity	0.7206	NPC199790
Intermediate Similarity	0.7113	NPC109322
Intermediate Similarity	0.7063	NPC180493
Intermediate Similarity	0.705	NPC278549
Remote Similarity	0.6741	NPC476562
Remote Similarity	0.6715	NPC75131
Remote Similarity	0.6708	NPC321052
Remote Similarity	0.6619	NPC47936
Remote Similarity	0.6618	NPC476099
Remote Similarity	0.6471	NPC476561
Remote Similarity	0.6169	NPC246193
Remote Similarity	0.6095	NPC472833
Remote Similarity	0.6036	NPC60537
Remote Similarity	0.5988	NPC18308
Remote Similarity	0.5988	NPC472832
Remote Similarity	0.5893	NPC326694
Remote Similarity	0.586	NPC477120
Remote Similarity	0.5856	NPC164845
Remote Similarity	0.5818	NPC217656
Remote Similarity	0.5806	NPC477118
Remote Similarity	0.5786	NPC57279
Remote Similarity	0.5743	NPC41958
Remote Similarity	0.5738	NPC477119
Remote Similarity	0.5732	NPC286696
Remote Similarity	0.5714	NPC313897
Remote Similarity	0.568	NPC244700
Remote Similarity	0.5655	NPC327477
Remote Similarity	0.5636	NPC185903
Remote Similarity	0.5625	NPC25465
Remote Similarity	0.5608	NPC312187
Remote Similarity	0.5608	NPC4837
Remote Similarity	0.56	NPC93365

Drug Structure

NPD2179 OpenBabel08211701392D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8587 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8587 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.8097 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.6188 -1.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 -2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 10 13 1 0 0 0 0 11 21 2 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 16 23 2 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011008
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	318.17
ALogP	-1.8665
MLogP	2.45
XLogP	0.822
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	86.37
RO5 Violation	0