NPASS drugs

Drug Information

Drug ID:	NPD5321
Drug Name:	Tonapofylline
Molecular Formula:	C22H32N4O4
Canonical SMILES:	CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)C12CCC(CC1)(CC2)CCC(=O)O
Standard InCHI:	InChI=1S/C22H32N4O4/c1-3-13-25-17-16(18(29)26(14-4-2)20(25)30)23-19(24-17)22-10-7-21(8-11-22,9-12-22)6-5-15(27)28/h3-14H2,1-2H3,(H,23,24)(H,27,28)
Standard InCHIKey:	ZWTVVWUOTJRXKM-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5321

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	190
0.1-0.2	4626
0.2-0.3	19979
0.3-0.4	4521
0.4-0.5	1390
0.5-0.6	153
0.6-0.7	29
0.7-0.8	2
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	0.7211	NPC158847
Intermediate Similarity	0.7039	NPC180493
Remote Similarity	0.6933	NPC252603
Remote Similarity	0.6757	NPC303899
Remote Similarity	0.6748	NPC167285
Remote Similarity	0.6711	NPC199790
Remote Similarity	0.6667	NPC148385
Remote Similarity	0.6646	NPC226184
Remote Similarity	0.6646	NPC76544
Remote Similarity	0.6645	NPC109322
Remote Similarity	0.6579	NPC278549
Remote Similarity	0.6533	NPC256849
Remote Similarity	0.6512	NPC321052
Remote Similarity	0.6489	NPC477120
Remote Similarity	0.6436	NPC477118
Remote Similarity	0.6292	NPC18308
Remote Similarity	0.6292	NPC472832
Remote Similarity	0.6284	NPC476562
Remote Similarity	0.6267	NPC75131
Remote Similarity	0.6203	NPC477119
Remote Similarity	0.6184	NPC47936
Remote Similarity	0.614	NPC217656
Remote Similarity	0.6124	NPC472833
Remote Similarity	0.6098	NPC246193
Remote Similarity	0.6067	NPC472834
Remote Similarity	0.6064	NPC164845
Remote Similarity	0.6054	NPC290959
Remote Similarity	0.604	NPC476561
Remote Similarity	0.6012	NPC89139
Remote Similarity	0.6011	NPC313897
Remote Similarity	0.6	NPC244700
Remote Similarity	0.596	NPC476099
Remote Similarity	0.5959	NPC24589
Remote Similarity	0.5867	NPC282458
Remote Similarity	0.5867	NPC78941
Remote Similarity	0.5805	NPC476528
Remote Similarity	0.5805	NPC476433
Remote Similarity	0.5771	NPC476522
Remote Similarity	0.5771	NPC474986
Remote Similarity	0.5771	NPC476013
Remote Similarity	0.5763	NPC476408
Remote Similarity	0.5754	NPC326694
Remote Similarity	0.5739	NPC476521
Remote Similarity	0.5723	NPC296437
Remote Similarity	0.5685	NPC265111
Remote Similarity	0.5682	NPC476520
Remote Similarity	0.568	NPC276373
Remote Similarity	0.5667	NPC71238
Remote Similarity	0.5652	NPC5802
Remote Similarity	0.5641	NPC473585
Remote Similarity	0.5628	NPC60537
Remote Similarity	0.5625	NPC157821
Remote Similarity	0.5602	NPC238945
Remote Similarity	0.56	NPC470266
Remote Similarity	0.56	NPC286696

Drug Structure

NPD5321 OpenBabel08211706322D 32 35 0 0 1 0 0 0 0 0999 V2000 -0.8579 -2.4764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0051 -2.8761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4118 -1.9626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4438 3.5616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7007 2.5952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0046 1.7330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6216 1.1123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1437 1.6207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6462 0.7994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2632 0.1787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8247 0.7897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8579 -2.4764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8240 -1.1536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1522 4.2673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7157 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7157 -0.9906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8579 0.4953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2401 -0.4953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9923 1.8894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2755 0.0223 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.6578 0.3061 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6578 -1.2967 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8579 -1.4859 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 2.8953 5.2338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1177 4.0067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8579 1.4859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8579 -1.4859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9639 -2.2388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8261 4.7124 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 13 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 21 1 0 0 0 0 7 10 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 27 2 0 0 0 0 15 28 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 18 29 2 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 20 30 2 0 0 0 0 24 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010457; DCL000722
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	216466
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.24
ALogP	-2.1296
MLogP	3
XLogP	3.685
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	106.6
RO5 Violation	0