NPASS drugs

Drug Information

Drug ID:	NPD6112
Drug Name:	Dipyridamole
Molecular Formula:	C24H40N8O4
Canonical SMILES:	OCCN(c1nc(N2CCCCC2)c2c(n1)c(nc(n2)N(CCO)CCO)N1CCCCC1)CCO
Standard InCHI:	InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2
Standard InCHIKey:	IZEKFCXSFNUWAM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6112

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	244
0.1-0.2	23252
0.2-0.3	3938
0.3-0.4	2291
0.4-0.5	983
0.5-0.6	140
0.6-0.7	42
0.7-0.8	0
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
Remote Similarity	0.6429	NPC317821
Remote Similarity	0.6369	NPC156461
Remote Similarity	0.6369	NPC107374
Remote Similarity	0.6369	NPC21448
Remote Similarity	0.6346	NPC229974
Remote Similarity	0.6329	NPC189068
Remote Similarity	0.6329	NPC164665
Remote Similarity	0.6289	NPC269827
Remote Similarity	0.6289	NPC309832
Remote Similarity	0.6289	NPC219313
Remote Similarity	0.6258	NPC212551
Remote Similarity	0.6258	NPC129756
Remote Similarity	0.6258	NPC302778
Remote Similarity	0.625	NPC476564
Remote Similarity	0.6218	NPC161659
Remote Similarity	0.6218	NPC209525
Remote Similarity	0.6182	NPC224076
Remote Similarity	0.6173	NPC150853
Remote Similarity	0.6145	NPC120070
Remote Similarity	0.6145	NPC239737
Remote Similarity	0.6139	NPC314152
Remote Similarity	0.6135	NPC211025
Remote Similarity	0.6135	NPC185991
Remote Similarity	0.6135	NPC85689
Remote Similarity	0.6121	NPC174802
Remote Similarity	0.6111	NPC136349
Remote Similarity	0.6098	NPC207633
Remote Similarity	0.6098	NPC328479
Remote Similarity	0.6098	NPC472816
Remote Similarity	0.6098	NPC321814
Remote Similarity	0.609	NPC33996
Remote Similarity	0.6078	NPC57279
Remote Similarity	0.6061	NPC164952
Remote Similarity	0.6061	NPC130586
Remote Similarity	0.6057	NPC326529
Remote Similarity	0.6049	NPC121222
Remote Similarity	0.6048	NPC226245
Remote Similarity	0.6037	NPC161224
Remote Similarity	0.6023	NPC324198
Remote Similarity	0.6023	NPC319100
Remote Similarity	0.6012	NPC326082
Remote Similarity	0.6012	NPC195140
Remote Similarity	0.5988	NPC52238
Remote Similarity	0.5952	NPC54320
Remote Similarity	0.5952	NPC316618
Remote Similarity	0.5952	NPC313754
Remote Similarity	0.5952	NPC311197
Remote Similarity	0.5948	NPC104011
Remote Similarity	0.5946	NPC139776
Remote Similarity	0.5902	NPC313514
Remote Similarity	0.5876	NPC313897
Remote Similarity	0.5872	NPC323091
Remote Similarity	0.5864	NPC89139
Remote Similarity	0.5858	NPC93365
Remote Similarity	0.5849	NPC296437
Remote Similarity	0.5844	NPC246193
Remote Similarity	0.5839	NPC476528
Remote Similarity	0.5839	NPC476433
Remote Similarity	0.5838	NPC324484
Remote Similarity	0.5833	NPC472834
Remote Similarity	0.5828	NPC197068
Remote Similarity	0.5828	NPC248007
Remote Similarity	0.5813	NPC470266
Remote Similarity	0.5805	NPC33382
Remote Similarity	0.5805	NPC325906
Remote Similarity	0.5804	NPC4837
Remote Similarity	0.5804	NPC312187
Remote Similarity	0.5802	NPC474986
Remote Similarity	0.5802	NPC476520
Remote Similarity	0.5802	NPC476013
Remote Similarity	0.5802	NPC476522
Remote Similarity	0.5797	NPC87981
Remote Similarity	0.5797	NPC174114
Remote Similarity	0.5793	NPC476408
Remote Similarity	0.5771	NPC125659
Remote Similarity	0.5771	NPC168702
Remote Similarity	0.5767	NPC476521
Remote Similarity	0.5762	NPC109322
Remote Similarity	0.5758	NPC244700
Remote Similarity	0.5754	NPC189261
Remote Similarity	0.5739	NPC290959
Remote Similarity	0.5738	NPC24589
Remote Similarity	0.573	NPC78941
Remote Similarity	0.573	NPC282458
Remote Similarity	0.5714	NPC261595
Remote Similarity	0.5706	NPC222174
Remote Similarity	0.5706	NPC217656
Remote Similarity	0.5682	NPC324033
Remote Similarity	0.5682	NPC321458
Remote Similarity	0.566	NPC320818
Remote Similarity	0.5614	NPC472833
Remote Similarity	0.5607	NPC472832
Remote Similarity	0.5607	NPC18308

Drug Structure

NPD6112 OpenBabel08211708292D 40 43 0 0 0 0 0 0 0 0999 V2000 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 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 -1.7321 3.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 -1.7321 -3.0000 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 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -3.4641 -1.0000 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 -1.7321 -4.0000 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 -3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 29 1 0 0 0 0 8 29 1 0 0 0 0 9 30 1 0 0 0 0 10 30 1 0 0 0 0 11 15 1 0 0 0 0 11 31 1 0 0 0 0 12 16 1 0 0 0 0 12 31 1 0 0 0 0 13 17 1 0 0 0 0 13 32 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 15 33 1 0 0 0 0 16 34 1 0 0 0 0 17 35 1 0 0 0 0 18 36 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 25 1 0 0 0 0 20 22 1 0 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 22 28 2 0 0 0 0 22 30 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 23 31 1 0 0 0 0 24 25 2 0 0 0 0 24 28 1 0 0 0 0 24 32 1 0 0 0 0 33 37 1 0 0 0 0 34 38 1 0 0 0 0 35 39 1 0 0 0 0 36 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001457; DAP000013; DNC001625; DNCL001612
DrugBank	DB00975
ChEMBL	CHEMBL932
IUPHAR/BPS	4807
PharmaGKB	PA449367
KEGG Drug	D00302
PubChem CID	3108; 137329
ChEBI	4653
CAS Number	58-32-2

Drug Properties

Molecular Weight	504.32
ALogP	-3.3772
MLogP	2.78
XLogP	-0.778
HDA	12
HBD	4
Rotatable Bonds	16
TPSA	145.44
RO5 Violation	2