NPASS drugs

Drug Information

Drug ID:	NPD307
Drug Name:	Penciclovir
Molecular Formula:	C10H15N5O3
Canonical SMILES:	OCC(CCn1cnc2c1[nH]c(=N)nc2O)CO
Standard InCHI:	InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
Standard InCHIKey:	JNTOCHDNEULJHD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD307

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	233
0.1-0.2	24125
0.2-0.3	3965
0.3-0.4	2167
0.4-0.5	192
0.5-0.6	97
0.6-0.7	79
0.7-0.8	24
0.8-0.85	7
0.85-0.9	1
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
High Similarity	0.8632	NPC327579
Intermediate Similarity	0.8413	NPC262926
Intermediate Similarity	0.8346	NPC61198
Intermediate Similarity	0.8205	NPC313547
Intermediate Similarity	0.811	NPC324009
Intermediate Similarity	0.8053	NPC59314
Intermediate Similarity	0.8047	NPC319221
Intermediate Similarity	0.803	NPC186619
Intermediate Similarity	0.7913	NPC119133
Intermediate Similarity	0.791	NPC251233
Intermediate Similarity	0.791	NPC211820
Intermediate Similarity	0.791	NPC318590
Intermediate Similarity	0.7852	NPC89147
Intermediate Similarity	0.7852	NPC274384
Intermediate Similarity	0.7852	NPC317746
Intermediate Similarity	0.7852	NPC177169
Intermediate Similarity	0.7815	NPC41958
Intermediate Similarity	0.7794	NPC232408
Intermediate Similarity	0.7794	NPC64705
Intermediate Similarity	0.7788	NPC293163
Intermediate Similarity	0.7652	NPC320818
Intermediate Similarity	0.7586	NPC10466
Intermediate Similarity	0.7541	NPC63433
Intermediate Similarity	0.7537	NPC30326
Intermediate Similarity	0.7456	NPC320256
Intermediate Similarity	0.7353	NPC129756
Intermediate Similarity	0.7319	NPC74306
Intermediate Similarity	0.7319	NPC315642
Intermediate Similarity	0.7279	NPC33996
Intermediate Similarity	0.7067	NPC14590
Intermediate Similarity	0.705	NPC317821
Intermediate Similarity	0.7008	NPC240084
Remote Similarity	0.6853	NPC21448
Remote Similarity	0.6853	NPC156461
Remote Similarity	0.6853	NPC107374
Remote Similarity	0.6831	NPC229974
Remote Similarity	0.6809	NPC161659
Remote Similarity	0.6809	NPC209525
Remote Similarity	0.6806	NPC189068
Remote Similarity	0.6806	NPC164665
Remote Similarity	0.6788	NPC57279
Remote Similarity	0.6759	NPC269827
Remote Similarity	0.6759	NPC219313
Remote Similarity	0.6759	NPC309832
Remote Similarity	0.6735	NPC150853
Remote Similarity	0.6713	NPC314152
Remote Similarity	0.6692	NPC109322
Remote Similarity	0.6689	NPC93365
Remote Similarity	0.6667	NPC136349
Remote Similarity	0.6644	NPC321052
Remote Similarity	0.6639	NPC476561
Remote Similarity	0.6623	NPC52238
Remote Similarity	0.661	NPC51000
Remote Similarity	0.6597	NPC8590
Remote Similarity	0.6579	NPC239737
Remote Similarity	0.6579	NPC311197
Remote Similarity	0.6579	NPC54320
Remote Similarity	0.6579	NPC313754
Remote Similarity	0.6577	NPC185991
Remote Similarity	0.6577	NPC85689
Remote Similarity	0.6577	NPC211025
Remote Similarity	0.6544	NPC144223
Remote Similarity	0.6533	NPC321814
Remote Similarity	0.6533	NPC472816
Remote Similarity	0.6533	NPC328479
Remote Similarity	0.6522	NPC287876
Remote Similarity	0.6519	NPC248007
Remote Similarity	0.6512	NPC327613
Remote Similarity	0.649	NPC164952
Remote Similarity	0.649	NPC130586
Remote Similarity	0.649	NPC302778
Remote Similarity	0.649	NPC212551
Remote Similarity	0.6486	NPC121222
Remote Similarity	0.6449	NPC14330
Remote Similarity	0.6447	NPC174802
Remote Similarity	0.6429	NPC195140
Remote Similarity	0.6406	NPC47936
Remote Similarity	0.6405	NPC224076
Remote Similarity	0.6403	NPC246193
Remote Similarity	0.64	NPC326694
Remote Similarity	0.64	NPC476099
Remote Similarity	0.6371	NPC273327
Remote Similarity	0.6364	NPC226245
Remote Similarity	0.6364	NPC278549
Remote Similarity	0.6364	NPC316618
Remote Similarity	0.6358	NPC161224
Remote Similarity	0.6316	NPC207633
Remote Similarity	0.6304	NPC180462
Remote Similarity	0.6296	NPC139776
Remote Similarity	0.6289	NPC261595
Remote Similarity	0.6277	NPC180493
Remote Similarity	0.627	NPC476562
Remote Similarity	0.625	NPC321458
Remote Similarity	0.625	NPC324033
Remote Similarity	0.617	NPC104011
Remote Similarity	0.6164	NPC323091
Remote Similarity	0.6159	NPC313897
Remote Similarity	0.6154	NPC312187
Remote Similarity	0.6154	NPC4837
Remote Similarity	0.6142	NPC476564
Remote Similarity	0.6125	NPC324484
Remote Similarity	0.6124	NPC75131
Remote Similarity	0.6121	NPC189261
Remote Similarity	0.6087	NPC325906
Remote Similarity	0.6043	NPC15566
Remote Similarity	0.6032	NPC174114
Remote Similarity	0.6032	NPC87981
Remote Similarity	0.6015	NPC199790
Remote Similarity	0.6014	NPC5707
Remote Similarity	0.6012	NPC290959
Remote Similarity	0.6	NPC290449
Remote Similarity	0.5946	NPC210947
Remote Similarity	0.594	NPC256849
Remote Similarity	0.5918	NPC470141
Remote Similarity	0.5918	NPC314646
Remote Similarity	0.5912	NPC252603
Remote Similarity	0.5906	NPC185903
Remote Similarity	0.5906	NPC187191
Remote Similarity	0.5906	NPC326248
Remote Similarity	0.5903	NPC470138
Remote Similarity	0.5891	NPC18335
Remote Similarity	0.5887	NPC9639
Remote Similarity	0.5878	NPC62151
Remote Similarity	0.5868	NPC326529
Remote Similarity	0.5852	NPC148385
Remote Similarity	0.5846	NPC155498
Remote Similarity	0.5833	NPC324198
Remote Similarity	0.5833	NPC319100
Remote Similarity	0.5823	NPC469975
Remote Similarity	0.5821	NPC303899
Remote Similarity	0.5818	NPC326082
Remote Similarity	0.5814	NPC111132
Remote Similarity	0.58	NPC286696
Remote Similarity	0.5793	NPC235501
Remote Similarity	0.5782	NPC126634
Remote Similarity	0.5752	NPC174020
Remote Similarity	0.574	NPC164845
Remote Similarity	0.5725	NPC158847
Remote Similarity	0.5723	NPC472834
Remote Similarity	0.5714	NPC313514
Remote Similarity	0.5714	NPC470142
Remote Similarity	0.5705	NPC237812
Remote Similarity	0.5705	NPC18223
Remote Similarity	0.5703	NPC332382
Remote Similarity	0.5676	NPC327941
Remote Similarity	0.5652	NPC68938
Remote Similarity	0.5638	NPC470140
Remote Similarity	0.5629	NPC470139
Remote Similarity	0.5625	NPC60537
Remote Similarity	0.5616	NPC243319
Remote Similarity	0.5613	NPC327477

Drug Structure

NPD307 OpenBabel08201723122D 23 24 0 0 0 0 0 0 0 0999 V2000 3.9703 2.4680 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 5.2574 3.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6102 4.1622 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 4.2793 3.4190 0.0000 C 0 0 0 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 0.0000 1.0000 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 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 5.9266 2.8838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9192 5.1132 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 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 6.9047 3.0917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8973 5.3212 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 2 1 0 0 0 0 1 6 1 0 0 0 0 2 15 1 0 0 0 0 3 6 1 0 0 0 0 3 16 1 0 0 0 0 4 6 1 0 0 0 0 4 17 1 0 0 0 0 5 12 2 0 0 0 0 5 15 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 15 1 0 0 0 0 9 14 2 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 13 20 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000488
DrugBank	DB00299
ChEMBL	CHEMBL1540
IUPHAR/BPS
PharmaGKB	PA450839
KEGG Drug	D05407
PubChem CID	4725
ChEBI	7956
CAS Number	39809-25-1

Drug Properties

Molecular Weight	253.12
ALogP	-2.1527
MLogP	1.68
XLogP	-1.087
HDA	8
HBD	5
Rotatable Bonds	8
TPSA	126.75
RO5 Violation	0