NPASS drugs

Drug Information

Drug ID:	NPD1368
Drug Name:	Famciclovir
Molecular Formula:	C14H19N5O4
Canonical SMILES:	CC(=O)OCC(CCn1cnc2c1nc(=N)[nH]c2)COC(=O)C
Standard InCHI:	InChI=1S/C14H19N5O4/c1-9(20)22-6-11(7-23-10(2)21)3-4-19-8-17-12-5-16-14(15)18-13(12)19/h5,8,11H,3-4,6-7H2,1-2H3,(H2,15,16,18)
Standard InCHIKey:	GGXKWVWZWMLJEH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1368

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	107
0.1-0.2	19386
0.2-0.3	8771
0.3-0.4	2258
0.4-0.5	167
0.5-0.6	159
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	0.6739	NPC320818
Remote Similarity	0.6667	NPC262926
Remote Similarity	0.6619	NPC61198
Remote Similarity	0.6615	NPC327579
Remote Similarity	0.6408	NPC33996
Remote Similarity	0.6403	NPC324009
Remote Similarity	0.6389	NPC186619
Remote Similarity	0.637	NPC317746
Remote Similarity	0.6364	NPC129756
Remote Similarity	0.6357	NPC319221
Remote Similarity	0.6327	NPC64705
Remote Similarity	0.6327	NPC232408
Remote Similarity	0.6301	NPC318590
Remote Similarity	0.6301	NPC211820
Remote Similarity	0.6301	NPC251233
Remote Similarity	0.6259	NPC89147
Remote Similarity	0.6259	NPC177169
Remote Similarity	0.6259	NPC274384
Remote Similarity	0.624	NPC476099
Remote Similarity	0.6214	NPC25465
Remote Similarity	0.6154	NPC41958
Remote Similarity	0.6143	NPC246193
Remote Similarity	0.6131	NPC180493
Remote Similarity	0.6129	NPC239737
Remote Similarity	0.6107	NPC313547
Remote Similarity	0.6096	NPC317821
Remote Similarity	0.609	NPC278549
Remote Similarity	0.608	NPC476561
Remote Similarity	0.6078	NPC321052
Remote Similarity	0.6063	NPC119133
Remote Similarity	0.6062	NPC325906
Remote Similarity	0.6033	NPC51000
Remote Similarity	0.6032	NPC59314
Remote Similarity	0.6027	NPC210947
Remote Similarity	0.6027	NPC470139
Remote Similarity	0.6014	NPC8590
Remote Similarity	0.6014	NPC74306
Remote Similarity	0.6014	NPC15566
Remote Similarity	0.6014	NPC315642
Remote Similarity	0.6	NPC189068
Remote Similarity	0.6	NPC324484
Remote Similarity	0.6	NPC47936
Remote Similarity	0.5986	NPC161659
Remote Similarity	0.5986	NPC209525
Remote Similarity	0.5974	NPC473646
Remote Similarity	0.596	NPC309832
Remote Similarity	0.596	NPC219313
Remote Similarity	0.5959	NPC30326
Remote Similarity	0.5944	NPC57279
Remote Similarity	0.5942	NPC109322
Remote Similarity	0.5933	NPC21448
Remote Similarity	0.5933	NPC107374
Remote Similarity	0.5933	NPC156461
Remote Similarity	0.5931	NPC470140
Remote Similarity	0.5906	NPC314152
Remote Similarity	0.5906	NPC229974
Remote Similarity	0.5897	NPC469975
Remote Similarity	0.5894	NPC164665
Remote Similarity	0.589	NPC290959
Remote Similarity	0.5882	NPC252603
Remote Similarity	0.5878	NPC286696
Remote Similarity	0.5874	NPC235501
Remote Similarity	0.5873	NPC326248
Remote Similarity	0.5873	NPC187191
Remote Similarity	0.5865	NPC327613
Remote Similarity	0.5862	NPC126634
Remote Similarity	0.5855	NPC269827
Remote Similarity	0.5854	NPC9639
Remote Similarity	0.5827	NPC273327
Remote Similarity	0.5821	NPC63433
Remote Similarity	0.5821	NPC148385
Remote Similarity	0.5817	NPC121222
Remote Similarity	0.5814	NPC155498
Remote Similarity	0.5806	NPC161224
Remote Similarity	0.5804	NPC104011
Remote Similarity	0.5794	NPC293163
Remote Similarity	0.5789	NPC256849
Remote Similarity	0.5786	NPC195140
Remote Similarity	0.5782	NPC470141
Remote Similarity	0.5781	NPC10466
Remote Similarity	0.5779	NPC136349
Remote Similarity	0.5776	NPC14590
Remote Similarity	0.5772	NPC185903
Remote Similarity	0.5769	NPC207633
Remote Similarity	0.5769	NPC328479
Remote Similarity	0.5764	NPC470138
Remote Similarity	0.575	NPC124276
Remote Similarity	0.5742	NPC326694
Remote Similarity	0.5742	NPC150853
Remote Similarity	0.5736	NPC476562
Remote Similarity	0.5725	NPC75131
Remote Similarity	0.5705	NPC85689
Remote Similarity	0.5705	NPC185991
Remote Similarity	0.5705	NPC211025
Remote Similarity	0.5704	NPC144223
Remote Similarity	0.5696	NPC174802
Remote Similarity	0.5694	NPC243319
Remote Similarity	0.5686	NPC327477
Remote Similarity	0.5676	NPC237812
Remote Similarity	0.5676	NPC18223
Remote Similarity	0.5669	NPC472816
Remote Similarity	0.5669	NPC332382
Remote Similarity	0.5669	NPC321814
Remote Similarity	0.5667	NPC226184
Remote Similarity	0.5667	NPC167285
Remote Similarity	0.5667	NPC76544
Remote Similarity	0.5659	NPC111132
Remote Similarity	0.5655	NPC313897
Remote Similarity	0.5633	NPC164952
Remote Similarity	0.5633	NPC302778
Remote Similarity	0.5633	NPC130586
Remote Similarity	0.5633	NPC212551
Remote Similarity	0.563	NPC199790
Remote Similarity	0.5625	NPC174114
Remote Similarity	0.5625	NPC226245
Remote Similarity	0.5625	NPC87981
Remote Similarity	0.5621	NPC174020
Remote Similarity	0.562	NPC68938

Drug Structure

NPD1368 OpenBabel08211700192D 25 26 0 0 0 0 0 0 0 0999 V2000 -0.2414 4.6837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3403 4.7722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4570 1.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1261 0.7601 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 1.0969 3.1974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7441 2.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7367 4.8916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0313 3.8212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7660 2.4543 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 0.8660 -0.5000 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 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 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 1.8171 -0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0458 5.8427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7004 3.0780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4059 4.1485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0531 3.6132 0.0000 O 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 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 19 1 0 0 0 0 5 12 2 0 0 0 0 5 16 1 0 0 0 0 6 11 1 0 0 0 0 6 22 1 0 0 0 0 7 11 1 0 0 0 0 7 23 1 0 0 0 0 8 17 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 9 22 1 0 0 0 0 10 21 2 0 0 0 0 10 23 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000489
DrugBank	DB00426
ChEMBL	CHEMBL880
IUPHAR/BPS
PharmaGKB	PA449585
KEGG Drug	D00317
PubChem CID	3324
ChEBI	4974
CAS Number	104227-87-4

Drug Properties

Molecular Weight	321.14
ALogP	-2.3027
MLogP	2.01
XLogP	1.411
HDA	9
HBD	2
Rotatable Bonds	11
TPSA	118.66
RO5 Violation	0