NPASS drugs

Drug Information

Drug ID:	NPD2369
Drug Name:	loviride
Molecular Formula:	C17H16Cl2N2O2
Canonical SMILES:	Cc1ccc(c(c1)NC(c1c(Cl)cccc1Cl)C(=N)O)C(=O)C
Standard InCHI:	InChI=1S/C17H16Cl2N2O2/c1-9-6-7-11(10(2)22)14(8-9)21-16(17(20)23)15-12(18)4-3-5-13(15)19/h3-8,16,21H,1-2H3,(H2,20,23)
Standard InCHIKey:	CJPLEFFCVDQQFZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2369

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	198
0.1-0.2	1328
0.2-0.3	7665
0.3-0.4	11266
0.4-0.5	7655
0.5-0.6	2456
0.6-0.7	303
0.7-0.8	19
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	0.7425	NPC237649
Intermediate Similarity	0.7425	NPC300596
Intermediate Similarity	0.7416	NPC471743
Intermediate Similarity	0.7378	NPC472241
Intermediate Similarity	0.7257	NPC189116
Intermediate Similarity	0.7246	NPC472242
Intermediate Similarity	0.7212	NPC316202
Intermediate Similarity	0.7212	NPC43477
Intermediate Similarity	0.716	NPC253476
Intermediate Similarity	0.7152	NPC472243
Intermediate Similarity	0.7097	NPC279385
Intermediate Similarity	0.7097	NPC179605
Intermediate Similarity	0.7051	NPC103292
Intermediate Similarity	0.7024	NPC314287
Intermediate Similarity	0.7019	NPC314431
Intermediate Similarity	0.7006	NPC268534
Intermediate Similarity	0.7	NPC307437
Intermediate Similarity	0.7	NPC72473
Intermediate Similarity	0.7	NPC58827
Remote Similarity	0.697	NPC477999
Remote Similarity	0.6961	NPC355
Remote Similarity	0.6957	NPC209389
Remote Similarity	0.6949	NPC27904
Remote Similarity	0.6943	NPC257490
Remote Similarity	0.6935	NPC470317
Remote Similarity	0.6923	NPC177684
Remote Similarity	0.6923	NPC291962
Remote Similarity	0.6882	NPC136002
Remote Similarity	0.6879	NPC161956
Remote Similarity	0.6879	NPC258531
Remote Similarity	0.6879	NPC112373
Remote Similarity	0.6871	NPC316746
Remote Similarity	0.6813	NPC472118
Remote Similarity	0.681	NPC194562
Remote Similarity	0.681	NPC472245
Remote Similarity	0.6807	NPC173295
Remote Similarity	0.6792	NPC39818
Remote Similarity	0.6782	NPC144691
Remote Similarity	0.6757	NPC475607
Remote Similarity	0.674	NPC471130
Remote Similarity	0.6726	NPC122553
Remote Similarity	0.6726	NPC287358
Remote Similarity	0.672	NPC471742
Remote Similarity	0.672	NPC474081
Remote Similarity	0.6719	NPC313293
Remote Similarity	0.6709	NPC226143
Remote Similarity	0.6707	NPC300299
Remote Similarity	0.6706	NPC2823
Remote Similarity	0.6706	NPC471574
Remote Similarity	0.6704	NPC154478
Remote Similarity	0.6703	NPC475594
Remote Similarity	0.6685	NPC138293
Remote Similarity	0.6685	NPC113056
Remote Similarity	0.6685	NPC84317
Remote Similarity	0.6667	NPC225400
Remote Similarity	0.6647	NPC162417
Remote Similarity	0.6647	NPC316104
Remote Similarity	0.6646	NPC150863
Remote Similarity	0.6634	NPC471155
Remote Similarity	0.6634	NPC470786
Remote Similarity	0.6634	NPC472538
Remote Similarity	0.663	NPC88970
Remote Similarity	0.663	NPC476231
Remote Similarity	0.6612	NPC182131
Remote Similarity	0.6609	NPC259678
Remote Similarity	0.6609	NPC470579
Remote Similarity	0.6609	NPC478039
Remote Similarity	0.6608	NPC471164
Remote Similarity	0.6606	NPC280807
Remote Similarity	0.6605	NPC192533
Remote Similarity	0.6601	NPC270241
Remote Similarity	0.6599	NPC316282
Remote Similarity	0.6597	NPC316141
Remote Similarity	0.6596	NPC474041
Remote Similarity	0.6596	NPC475761
Remote Similarity	0.6596	NPC475094
Remote Similarity	0.658	NPC477998
Remote Similarity	0.655	NPC315051
Remote Similarity	0.6543	NPC254698
Remote Similarity	0.6538	NPC472121
Remote Similarity	0.6533	NPC106118
Remote Similarity	0.6524	NPC470548
Remote Similarity	0.6517	NPC117032
Remote Similarity	0.6505	NPC292265
Remote Similarity	0.6503	NPC204867
Remote Similarity	0.6474	NPC475685
Remote Similarity	0.6471	NPC172170
Remote Similarity	0.6462	NPC154339
Remote Similarity	0.6462	NPC471195
Remote Similarity	0.6462	NPC471196
Remote Similarity	0.6447	NPC267343
Remote Similarity	0.6417	NPC318183
Remote Similarity	0.6407	NPC477432
Remote Similarity	0.6406	NPC243058
Remote Similarity	0.6395	NPC83214
Remote Similarity	0.6395	NPC181527
Remote Similarity	0.6393	NPC309531
Remote Similarity	0.6393	NPC68650
Remote Similarity	0.6393	NPC472102
Remote Similarity	0.6392	NPC471318
Remote Similarity	0.6392	NPC113099
Remote Similarity	0.6389	NPC295021
Remote Similarity	0.6373	NPC203635
Remote Similarity	0.6369	NPC314223
Remote Similarity	0.6364	NPC470343
Remote Similarity	0.6364	NPC472244
Remote Similarity	0.6358	NPC207554
Remote Similarity	0.6358	NPC130931
Remote Similarity	0.6347	NPC122235
Remote Similarity	0.6339	NPC36495
Remote Similarity	0.6331	NPC476689
Remote Similarity	0.6331	NPC40364
Remote Similarity	0.6331	NPC476685
Remote Similarity	0.6331	NPC476687
Remote Similarity	0.6328	NPC324445
Remote Similarity	0.6327	NPC221873
Remote Similarity	0.6325	NPC322433
Remote Similarity	0.6324	NPC295548
Remote Similarity	0.6321	NPC248601
Remote Similarity	0.6308	NPC90415
Remote Similarity	0.6307	NPC130797
Remote Similarity	0.6307	NPC314186
Remote Similarity	0.6304	NPC93653
Remote Similarity	0.63	NPC470787
Remote Similarity	0.63	NPC472540
Remote Similarity	0.63	NPC472539
Remote Similarity	0.6296	NPC177261
Remote Similarity	0.6292	NPC254798
Remote Similarity	0.6287	NPC317727
Remote Similarity	0.6283	NPC284775
Remote Similarity	0.6279	NPC325599
Remote Similarity	0.6277	NPC471778
Remote Similarity	0.6276	NPC473815
Remote Similarity	0.6276	NPC278434
Remote Similarity	0.6272	NPC314098
Remote Similarity	0.627	NPC293458
Remote Similarity	0.6269	NPC472542
Remote Similarity	0.6269	NPC472541
Remote Similarity	0.6265	NPC474926
Remote Similarity	0.6264	NPC242933
Remote Similarity	0.6264	NPC114808
Remote Similarity	0.6263	NPC92803
Remote Similarity	0.6257	NPC214960
Remote Similarity	0.6257	NPC279527
Remote Similarity	0.6257	NPC313352
Remote Similarity	0.625	NPC198205
Remote Similarity	0.625	NPC478040
Remote Similarity	0.625	NPC157828
Remote Similarity	0.625	NPC195239
Remote Similarity	0.625	NPC21483
Remote Similarity	0.625	NPC202812
Remote Similarity	0.6243	NPC126676
Remote Similarity	0.6243	NPC469671
Remote Similarity	0.6238	NPC153980
Remote Similarity	0.6238	NPC6865
Remote Similarity	0.6232	NPC478075
Remote Similarity	0.6231	NPC272458
Remote Similarity	0.6225	NPC471944
Remote Similarity	0.6222	NPC241392
Remote Similarity	0.6219	NPC472293
Remote Similarity	0.6219	NPC11445
Remote Similarity	0.6212	NPC324091
Remote Similarity	0.6209	NPC471741
Remote Similarity	0.6205	NPC226794
Remote Similarity	0.6198	NPC219848
Remote Similarity	0.6196	NPC477887
Remote Similarity	0.6196	NPC104345
Remote Similarity	0.619	NPC72956
Remote Similarity	0.6188	NPC227582
Remote Similarity	0.6188	NPC198390
Remote Similarity	0.6188	NPC471199
Remote Similarity	0.6186	NPC470677
Remote Similarity	0.6184	NPC471191
Remote Similarity	0.6183	NPC199737
Remote Similarity	0.6183	NPC176983
Remote Similarity	0.6183	NPC286871
Remote Similarity	0.6178	NPC248862
Remote Similarity	0.6173	NPC49184
Remote Similarity	0.6173	NPC133003
Remote Similarity	0.6166	NPC256268
Remote Similarity	0.6166	NPC219336
Remote Similarity	0.6162	NPC18890
Remote Similarity	0.6159	NPC317564
Remote Similarity	0.6158	NPC112752
Remote Similarity	0.6158	NPC311054
Remote Similarity	0.6158	NPC6982
Remote Similarity	0.6154	NPC477159
Remote Similarity	0.6154	NPC471785
Remote Similarity	0.615	NPC47190
Remote Similarity	0.615	NPC313757
Remote Similarity	0.615	NPC472292
Remote Similarity	0.615	NPC322064
Remote Similarity	0.6141	NPC63370
Remote Similarity	0.6141	NPC36836
Remote Similarity	0.614	NPC207428
Remote Similarity	0.6139	NPC319579
Remote Similarity	0.6138	NPC167724
Remote Similarity	0.6138	NPC224970
Remote Similarity	0.6138	NPC223595
Remote Similarity	0.6135	NPC229353

Drug Structure

NPD2369 OpenBabel08211702172D 26 27 0 0 1 0 0 0 0 0999 V2000 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 0.8660 -1.5000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 3 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 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -1.7321 3.0000 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 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 10 11 1 0 0 0 0 10 22 2 0 0 0 0 11 14 2 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009291
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.06
ALogP	1.2176
MLogP	2.67
XLogP	4.979
HDA	4
HBD	3
Rotatable Bonds	10
TPSA	73.18
RO5 Violation	0