NPASS drugs

Drug Information

Drug ID:	NPD775
Drug Name:	Entecavir
Molecular Formula:	C12H15N5O3
Canonical SMILES:	OC[C@@H]1[C@@H](O)C[C@@H](C1=C)n1cnc2c1[nH]c(=N)nc2O
Standard InCHI:	InChI=1S/C12H15N5O3/c1-5-6(3-18)8(19)2-7(5)17-4-14-9-10(17)15-12(13)16-11(9)20/h4,6-8,18-19H,1-3H2,(H3,13,15,16,20)/t6-,7-,8-/m0/s1
Standard InCHIKey:	QDGZDCVAUDNJFG-FXQIFTODSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD775

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	185
0.1-0.2	9037
0.2-0.3	16774
0.3-0.4	3496
0.4-0.5	1154
0.5-0.6	154
0.6-0.7	70
0.7-0.8	20
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	0.7917	NPC262926
Intermediate Similarity	0.7862	NPC61198
Intermediate Similarity	0.7655	NPC324009
Intermediate Similarity	0.7603	NPC319221
Intermediate Similarity	0.76	NPC186619
Intermediate Similarity	0.7595	NPC93365
Intermediate Similarity	0.75	NPC251233
Intermediate Similarity	0.75	NPC211820
Intermediate Similarity	0.75	NPC318590
Intermediate Similarity	0.7451	NPC177169
Intermediate Similarity	0.7451	NPC89147
Intermediate Similarity	0.7451	NPC274384
Intermediate Similarity	0.7451	NPC317746
Intermediate Similarity	0.7403	NPC232408
Intermediate Similarity	0.7403	NPC64705
Intermediate Similarity	0.7383	NPC320818
Intermediate Similarity	0.7305	NPC327579
Intermediate Similarity	0.7208	NPC74306
Intermediate Similarity	0.7208	NPC315642
Intermediate Similarity	0.7171	NPC30326
Remote Similarity	0.6894	NPC150853
Remote Similarity	0.6786	NPC14590
Remote Similarity	0.6747	NPC239737
Remote Similarity	0.6713	NPC313547
Remote Similarity	0.6687	NPC156461
Remote Similarity	0.6687	NPC107374
Remote Similarity	0.6687	NPC21448
Remote Similarity	0.6667	NPC229974
Remote Similarity	0.6646	NPC209525
Remote Similarity	0.6646	NPC189068
Remote Similarity	0.6646	NPC317821
Remote Similarity	0.6646	NPC161659
Remote Similarity	0.6646	NPC164665
Remote Similarity	0.6605	NPC219313
Remote Similarity	0.6605	NPC309832
Remote Similarity	0.6605	NPC269827
Remote Similarity	0.6582	NPC129756
Remote Similarity	0.6562	NPC314152
Remote Similarity	0.6547	NPC59314
Remote Similarity	0.6506	NPC321052
Remote Similarity	0.6488	NPC52238
Remote Similarity	0.6454	NPC119133
Remote Similarity	0.645	NPC313754
Remote Similarity	0.645	NPC311197
Remote Similarity	0.645	NPC54320
Remote Similarity	0.6446	NPC85689
Remote Similarity	0.6446	NPC211025
Remote Similarity	0.6446	NPC185991
Remote Similarity	0.6438	NPC63433
Remote Similarity	0.6415	NPC33996
Remote Similarity	0.6414	NPC41958
Remote Similarity	0.6407	NPC321814
Remote Similarity	0.6407	NPC472816
Remote Similarity	0.6405	NPC180462
Remote Similarity	0.6369	NPC212551
Remote Similarity	0.6369	NPC130586
Remote Similarity	0.6369	NPC164952
Remote Similarity	0.6369	NPC302778
Remote Similarity	0.6364	NPC121222
Remote Similarity	0.6358	NPC8590
Remote Similarity	0.6348	NPC313897
Remote Similarity	0.6331	NPC293163
Remote Similarity	0.6331	NPC174802
Remote Similarity	0.6325	NPC136349
Remote Similarity	0.6316	NPC195140
Remote Similarity	0.631	NPC207633
Remote Similarity	0.6294	NPC224076
Remote Similarity	0.6287	NPC326694
Remote Similarity	0.627	NPC313514
Remote Similarity	0.6257	NPC226245
Remote Similarity	0.6257	NPC316618
Remote Similarity	0.625	NPC161224
Remote Similarity	0.6215	NPC290959
Remote Similarity	0.6213	NPC328479
Remote Similarity	0.6197	NPC10466
Remote Similarity	0.6193	NPC261595
Remote Similarity	0.6158	NPC324033
Remote Similarity	0.6158	NPC321458
Remote Similarity	0.614	NPC472834
Remote Similarity	0.614	NPC469975
Remote Similarity	0.6101	NPC57279
Remote Similarity	0.6084	NPC174020
Remote Similarity	0.608	NPC323091
Remote Similarity	0.6074	NPC210947
Remote Similarity	0.6071	NPC320256
Remote Similarity	0.6049	NPC250178
Remote Similarity	0.6044	NPC189261
Remote Similarity	0.6038	NPC470138
Remote Similarity	0.6037	NPC185903
Remote Similarity	0.6	NPC222174
Remote Similarity	0.5955	NPC324484
Remote Similarity	0.5939	NPC286696
Remote Similarity	0.5926	NPC126634
Remote Similarity	0.5922	NPC325906
Remote Similarity	0.5921	NPC240084
Remote Similarity	0.5862	NPC60537
Remote Similarity	0.5858	NPC327477
Remote Similarity	0.5854	NPC237812
Remote Similarity	0.5854	NPC470141
Remote Similarity	0.5854	NPC18223
Remote Similarity	0.5839	NPC235501
Remote Similarity	0.5828	NPC327613
Remote Similarity	0.5815	NPC326529
Remote Similarity	0.5803	NPC201900
Remote Similarity	0.5793	NPC470140
Remote Similarity	0.5784	NPC324198
Remote Similarity	0.5784	NPC319100
Remote Similarity	0.5783	NPC470139
Remote Similarity	0.5769	NPC326082
Remote Similarity	0.5765	NPC208751
Remote Similarity	0.5749	NPC226184
Remote Similarity	0.5749	NPC167285
Remote Similarity	0.5749	NPC76544
Remote Similarity	0.5746	NPC33382
Remote Similarity	0.5737	NPC101676
Remote Similarity	0.573	NPC124276
Remote Similarity	0.5729	NPC54537
Remote Similarity	0.5722	NPC313504
Remote Similarity	0.5714	NPC168702
Remote Similarity	0.5714	NPC125659
Remote Similarity	0.5699	NPC164845
Remote Similarity	0.5698	NPC244700
Remote Similarity	0.5696	NPC109322
Remote Similarity	0.5694	NPC160666
Remote Similarity	0.5689	NPC296437
Remote Similarity	0.5685	NPC273327
Remote Similarity	0.5669	NPC470142
Remote Similarity	0.5655	NPC470266
Remote Similarity	0.5654	NPC265111
Remote Similarity	0.5646	NPC238945
Remote Similarity	0.5644	NPC25465
Remote Similarity	0.5608	NPC473585

Drug Structure

NPD775 OpenBabel08201723412D 25 27 0 0 1 0 0 0 0 0999 V2000 -3.3601 -0.3184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1965 2.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5237 -0.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8601 0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8546 0.6522 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4533 1.4612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0625 1.6303 0.0000 C 0 0 1 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 -1.7321 1.0000 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 -0.8660 -0.5000 0.0000 C 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 -1.0739 2.4781 0.0000 N 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.5019 0.1170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9761 2.0371 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 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1710 -0.6262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0806 3.0316 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 2 8 1 0 0 0 0 3 18 1 0 0 0 0 4 14 2 0 0 0 0 4 17 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 3 1 6 0 0 0 6 8 1 0 0 0 0 7 2 1 6 0 0 0 7 17 1 0 0 0 0 8 19 1 1 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 10 17 1 0 0 0 0 11 16 2 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 15 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000697
DrugBank	DB00442
ChEMBL	CHEMBL713
IUPHAR/BPS
PharmaGKB	PA164784025
KEGG Drug	D04008
PubChem CID	16052026
ChEBI	473990
CAS Number	142217-69-4

Drug Properties

Molecular Weight	277.12
ALogP	-1.7648
MLogP	1.9
XLogP	-0.794
HDA	8
HBD	5
Rotatable Bonds	5
TPSA	126.75
RO5 Violation	0