NPASS drugs

Drug Information

Drug ID:	NPD1121
Drug Name:	Valacyclovir
Molecular Formula:	C13H20N6O4
Canonical SMILES:	CC([C@@H](C(=O)OCCOCn1cnc2c1[nH]c(=N)nc2O)N)C
Standard InCHI:	InChI=1S/C13H20N6O4/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)/t8-/m0/s1
Standard InCHIKey:	HDOVUKNUBWVHOX-QMMMGPOBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1121

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	210
0.1-0.2	15986
0.2-0.3	11353
0.3-0.4	2809
0.4-0.5	327
0.5-0.6	110
0.6-0.7	74
0.7-0.8	20
0.8-0.85	1
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	0.8062	NPC327579
Intermediate Similarity	0.7643	NPC262926
Intermediate Similarity	0.7589	NPC61198
Intermediate Similarity	0.7376	NPC324009
Intermediate Similarity	0.7329	NPC186619
Intermediate Similarity	0.7328	NPC41958
Intermediate Similarity	0.7324	NPC319221
Intermediate Similarity	0.7297	NPC317746
Intermediate Similarity	0.7273	NPC313547
Intermediate Similarity	0.7266	NPC119133
Intermediate Similarity	0.7248	NPC232408
Intermediate Similarity	0.7248	NPC64705
Intermediate Similarity	0.7244	NPC59314
Intermediate Similarity	0.723	NPC211820
Intermediate Similarity	0.723	NPC318590
Intermediate Similarity	0.723	NPC251233
Intermediate Similarity	0.7181	NPC89147
Intermediate Similarity	0.7181	NPC274384
Intermediate Similarity	0.7181	NPC177169
Intermediate Similarity	0.7103	NPC320818
Intermediate Similarity	0.7008	NPC293163
Remote Similarity	0.6977	NPC10466
Remote Similarity	0.6933	NPC315642
Remote Similarity	0.6933	NPC74306
Remote Similarity	0.6914	NPC325906
Remote Similarity	0.6892	NPC30326
Remote Similarity	0.6852	NPC324484
Remote Similarity	0.6727	NPC290959
Remote Similarity	0.6646	NPC321052
Remote Similarity	0.6626	NPC14590
Remote Similarity	0.6623	NPC129756
Remote Similarity	0.6589	NPC320256
Remote Similarity	0.6556	NPC33996
Remote Similarity	0.6552	NPC144223
Remote Similarity	0.6531	NPC246193
Remote Similarity	0.6528	NPC180493
Remote Similarity	0.6513	NPC210947
Remote Similarity	0.6481	NPC239737
Remote Similarity	0.6475	NPC63433
Remote Similarity	0.6471	NPC317821
Remote Similarity	0.6433	NPC309832
Remote Similarity	0.6383	NPC278549
Remote Similarity	0.6382	NPC470141
Remote Similarity	0.6369	NPC189068
Remote Similarity	0.6345	NPC109322
Remote Similarity	0.6341	NPC195140
Remote Similarity	0.6329	NPC219313
Remote Similarity	0.6312	NPC326694
Remote Similarity	0.6306	NPC107374
Remote Similarity	0.6306	NPC21448
Remote Similarity	0.6306	NPC156461
Remote Similarity	0.6304	NPC47936
Remote Similarity	0.6299	NPC470139
Remote Similarity	0.6282	NPC8590
Remote Similarity	0.6279	NPC313897
Remote Similarity	0.6266	NPC164665
Remote Similarity	0.6258	NPC286696
Remote Similarity	0.6258	NPC185903
Remote Similarity	0.625	NPC126634
Remote Similarity	0.6235	NPC328479
Remote Similarity	0.6226	NPC269827
Remote Similarity	0.6225	NPC57279
Remote Similarity	0.6211	NPC150853
Remote Similarity	0.6209	NPC470140
Remote Similarity	0.619	NPC15566
Remote Similarity	0.6178	NPC229974
Remote Similarity	0.6154	NPC209525
Remote Similarity	0.6154	NPC240084
Remote Similarity	0.6154	NPC161659
Remote Similarity	0.6149	NPC136349
Remote Similarity	0.6148	NPC476561
Remote Similarity	0.6124	NPC24589
Remote Similarity	0.6121	NPC52238
Remote Similarity	0.6084	NPC54320
Remote Similarity	0.6084	NPC311197
Remote Similarity	0.6084	NPC313754
Remote Similarity	0.6076	NPC314152
Remote Similarity	0.6074	NPC211025
Remote Similarity	0.6074	NPC185991
Remote Similarity	0.6074	NPC85689
Remote Similarity	0.6065	NPC237812
Remote Similarity	0.6065	NPC18223
Remote Similarity	0.6062	NPC327477
Remote Similarity	0.6061	NPC174802
Remote Similarity	0.6058	NPC476099
Remote Similarity	0.6053	NPC470138
Remote Similarity	0.6043	NPC75131
Remote Similarity	0.6037	NPC321814
Remote Similarity	0.6037	NPC472816
Remote Similarity	0.6022	NPC78941
Remote Similarity	0.6022	NPC282458
Remote Similarity	0.6	NPC302778
Remote Similarity	0.6	NPC164952
Remote Similarity	0.6	NPC212551
Remote Similarity	0.6	NPC130586
Remote Similarity	0.5988	NPC226245
Remote Similarity	0.5988	NPC121222
Remote Similarity	0.5987	NPC287876
Remote Similarity	0.5985	NPC51000
Remote Similarity	0.5976	NPC161224
Remote Similarity	0.5973	NPC248007
Remote Similarity	0.5959	NPC252603
Remote Similarity	0.5948	NPC235501
Remote Similarity	0.5948	NPC25465
Remote Similarity	0.5944	NPC199790
Remote Similarity	0.5944	NPC327613
Remote Similarity	0.5928	NPC224076
Remote Similarity	0.5921	NPC14330
Remote Similarity	0.5906	NPC323091
Remote Similarity	0.5903	NPC148385
Remote Similarity	0.5901	NPC174020
Remote Similarity	0.5893	NPC316618
Remote Similarity	0.5882	NPC104011
Remote Similarity	0.5878	NPC470142
Remote Similarity	0.5876	NPC189261
Remote Similarity	0.5874	NPC256849
Remote Similarity	0.5847	NPC313514
Remote Similarity	0.5843	NPC473646
Remote Similarity	0.5843	NPC207633
Remote Similarity	0.5838	NPC261595
Remote Similarity	0.5833	NPC157821
Remote Similarity	0.5827	NPC476562
Remote Similarity	0.5805	NPC321458
Remote Similarity	0.5805	NPC324033
Remote Similarity	0.5799	NPC93365
Remote Similarity	0.5781	NPC5802
Remote Similarity	0.5779	NPC243319
Remote Similarity	0.5774	NPC60537
Remote Similarity	0.5772	NPC139776
Remote Similarity	0.5764	NPC303899
Remote Similarity	0.5729	NPC276373
Remote Similarity	0.5722	NPC313504
Remote Similarity	0.5686	NPC180462
Remote Similarity	0.5676	NPC158847
Remote Similarity	0.5652	NPC226184
Remote Similarity	0.5652	NPC76544
Remote Similarity	0.5652	NPC167285
Remote Similarity	0.5611	NPC164845
Remote Similarity	0.5603	NPC476564

Drug Structure

NPD1121 OpenBabel08201723592D 28 29 0 0 1 0 0 0 0 0999 V2000 8.8610 3.5075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5009 5.2017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2793 3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2574 3.6270 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 2.9921 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1919 4.2507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2137 4.0428 0.0000 C 0 0 1 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 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 6.5446 4.7859 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 6.9047 3.0917 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 2.6831 -0.3090 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 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 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8536 5.7370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9703 2.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5665 4.5780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9266 2.8838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5738 2.3486 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 16 2 0 0 0 0 5 19 1 0 0 0 0 6 19 1 0 0 0 0 6 22 1 0 0 0 0 8 7 1 6 0 0 0 8 12 1 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 10 19 1 0 0 0 0 11 18 2 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 12 23 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 24 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000643
DrugBank	DB00577
ChEMBL	CHEMBL1349
IUPHAR/BPS	4824
PharmaGKB	PA451839
KEGG Drug	D00398
PubChem CID	60773
ChEBI	35854
CAS Number	124832-26-4

Drug Properties

Molecular Weight	324.15
ALogP	-1.2234
MLogP	1.79
XLogP	-0.204
HDA	10
HBD	4
Rotatable Bonds	12
TPSA	147.84
RO5 Violation	0