NPASS drugs

Drug Information

Drug ID:	NPD1808
Drug Name:	Valomaciclovir
Molecular Formula:	C15H24N6O4
Canonical SMILES:	OC[C@@H](Cn1cnc2c1[nH]c(=N)nc2O)CCOC(=O)[C@H](C(C)C)N
Standard InCHI:	InChI=1S/C15H24N6O4/c1-8(2)10(16)14(24)25-4-3-9(6-22)5-21-7-18-11-12(21)19-15(17)20-13(11)23/h7-10,22H,3-6,16H2,1-2H3,(H3,17,19,20,23)/t9-,10+/m1/s1
Standard InCHIKey:	ATSZELKUSAREPW-ZJUUUORDSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1808

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	220
0.1-0.2	16251
0.2-0.3	10639
0.3-0.4	3086
0.4-0.5	476
0.5-0.6	113
0.6-0.7	84
0.7-0.8	21
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	0.773	NPC61198
Intermediate Similarity	0.7669	NPC327579
Intermediate Similarity	0.766	NPC262926
Intermediate Similarity	0.7465	NPC319221
Intermediate Similarity	0.7424	NPC313547
Intermediate Similarity	0.7394	NPC324009
Intermediate Similarity	0.7383	NPC64705
Intermediate Similarity	0.7383	NPC232408
Intermediate Similarity	0.7365	NPC211820
Intermediate Similarity	0.7365	NPC251233
Intermediate Similarity	0.7347	NPC186619
Intermediate Similarity	0.7315	NPC274384
Intermediate Similarity	0.7315	NPC177169
Intermediate Similarity	0.7315	NPC317746
Intermediate Similarity	0.7315	NPC89147
Intermediate Similarity	0.7248	NPC318590
Intermediate Similarity	0.7241	NPC320818
Intermediate Similarity	0.7218	NPC41958
Intermediate Similarity	0.7154	NPC119133
Intermediate Similarity	0.7132	NPC59314
Intermediate Similarity	0.7027	NPC30326
Remote Similarity	0.6954	NPC74306
Remote Similarity	0.6954	NPC315642
Remote Similarity	0.6933	NPC325906
Remote Similarity	0.6899	NPC293163
Remote Similarity	0.6871	NPC324484
Remote Similarity	0.687	NPC10466
Remote Similarity	0.6772	NPC321052
Remote Similarity	0.6755	NPC129756
Remote Similarity	0.6748	NPC14590
Remote Similarity	0.6747	NPC290959
Remote Similarity	0.6689	NPC33996
Remote Similarity	0.6645	NPC210947
Remote Similarity	0.6619	NPC63433
Remote Similarity	0.6605	NPC239737
Remote Similarity	0.6575	NPC144223
Remote Similarity	0.6561	NPC309832
Remote Similarity	0.6554	NPC246193
Remote Similarity	0.6552	NPC180493
Remote Similarity	0.6513	NPC470141
Remote Similarity	0.6497	NPC189068
Remote Similarity	0.6494	NPC317821
Remote Similarity	0.6489	NPC320256
Remote Similarity	0.6483	NPC109322
Remote Similarity	0.6456	NPC219313
Remote Similarity	0.6438	NPC326694
Remote Similarity	0.6433	NPC107374
Remote Similarity	0.6433	NPC21448
Remote Similarity	0.6433	NPC156461
Remote Similarity	0.6429	NPC470139
Remote Similarity	0.6395	NPC313897
Remote Similarity	0.6392	NPC164665
Remote Similarity	0.6387	NPC185903
Remote Similarity	0.6387	NPC286696
Remote Similarity	0.6382	NPC126634
Remote Similarity	0.6364	NPC195140
Remote Similarity	0.6358	NPC57279
Remote Similarity	0.6352	NPC269827
Remote Similarity	0.634	NPC470140
Remote Similarity	0.6335	NPC150853
Remote Similarity	0.6327	NPC15566
Remote Similarity	0.6306	NPC8590
Remote Similarity	0.6306	NPC229974
Remote Similarity	0.6294	NPC278549
Remote Similarity	0.6258	NPC328479
Remote Similarity	0.6214	NPC47936
Remote Similarity	0.6205	NPC313754
Remote Similarity	0.6205	NPC54320
Remote Similarity	0.6205	NPC311197
Remote Similarity	0.6196	NPC211025
Remote Similarity	0.6196	NPC85689
Remote Similarity	0.6196	NPC185991
Remote Similarity	0.6194	NPC18223
Remote Similarity	0.6194	NPC237812
Remote Similarity	0.6188	NPC327477
Remote Similarity	0.6184	NPC470138
Remote Similarity	0.6182	NPC174802
Remote Similarity	0.6181	NPC240084
Remote Similarity	0.6178	NPC161659
Remote Similarity	0.6178	NPC209525
Remote Similarity	0.6173	NPC136349
Remote Similarity	0.6159	NPC473646
Remote Similarity	0.6159	NPC321814
Remote Similarity	0.6159	NPC472816
Remote Similarity	0.6145	NPC24589
Remote Similarity	0.6145	NPC52238
Remote Similarity	0.6133	NPC78941
Remote Similarity	0.6133	NPC282458
Remote Similarity	0.6121	NPC302778
Remote Similarity	0.6121	NPC164952
Remote Similarity	0.6121	NPC130586
Remote Similarity	0.6121	NPC212551
Remote Similarity	0.6108	NPC93365
Remote Similarity	0.6108	NPC226245
Remote Similarity	0.6101	NPC314152
Remote Similarity	0.6078	NPC235501
Remote Similarity	0.6078	NPC25465
Remote Similarity	0.6058	NPC476561
Remote Similarity	0.6048	NPC224076
Remote Similarity	0.6025	NPC174020
Remote Similarity	0.6023	NPC323091
Remote Similarity	0.6014	NPC470142
Remote Similarity	0.6012	NPC121222
Remote Similarity	0.6012	NPC316618
Remote Similarity	0.6	NPC161224
Remote Similarity	0.5989	NPC189261
Remote Similarity	0.5988	NPC60537
Remote Similarity	0.5972	NPC327613
Remote Similarity	0.5971	NPC476099
Remote Similarity	0.5964	NPC207633
Remote Similarity	0.5957	NPC75131
Remote Similarity	0.5956	NPC313514
Remote Similarity	0.5954	NPC261595
Remote Similarity	0.5938	NPC157821
Remote Similarity	0.5921	NPC180462
Remote Similarity	0.592	NPC321458
Remote Similarity	0.592	NPC324033
Remote Similarity	0.5914	NPC313504
Remote Similarity	0.5909	NPC287876
Remote Similarity	0.5909	NPC104011
Remote Similarity	0.5896	NPC51000
Remote Similarity	0.5894	NPC248007
Remote Similarity	0.5885	NPC5802
Remote Similarity	0.5878	NPC252603
Remote Similarity	0.5862	NPC199790
Remote Similarity	0.5844	NPC14330
Remote Similarity	0.5833	NPC276373
Remote Similarity	0.5822	NPC148385
Remote Similarity	0.5793	NPC256849
Remote Similarity	0.5745	NPC476562
Remote Similarity	0.5722	NPC164845
Remote Similarity	0.5705	NPC243319
Remote Similarity	0.5695	NPC139776
Remote Similarity	0.5685	NPC303899
Remote Similarity	0.5679	NPC167285
Remote Similarity	0.5679	NPC76544
Remote Similarity	0.5679	NPC226184
Remote Similarity	0.5667	NPC326529
Remote Similarity	0.5635	NPC319100
Remote Similarity	0.5635	NPC324198
Remote Similarity	0.5614	NPC469975
Remote Similarity	0.5603	NPC273327
Remote Similarity	0.56	NPC158847

Drug Structure

NPD1808 OpenBabel08211701082D 31 32 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 9.2211 1.8133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6394 1.7248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6176 1.9328 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 4.2793 3.4190 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 8.5520 2.5565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9703 2.4680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5738 2.3486 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 7.2648 1.3975 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 3.6102 4.1622 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 7.9340 0.6544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2867 1.1896 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 7.2137 4.0428 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 2.6320 3.9543 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 8 1 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 4 25 1 0 0 0 0 5 9 1 0 0 0 0 5 21 1 0 0 0 0 6 9 1 0 0 0 0 6 22 1 0 0 0 0 7 18 2 0 0 0 0 7 21 1 0 0 0 0 9 3 1 6 0 0 0 10 8 1 1 0 0 0 10 14 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 12 21 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 24 2 0 0 0 0 14 25 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 26 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 19 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	352.19
ALogP	-2.1176
MLogP	2.01
XLogP	-0.27
HDA	10
HBD	5
Rotatable Bonds	14
TPSA	158.84
RO5 Violation	0