NPASS drugs

Drug Information

Drug ID:	NPD2371
Drug Name:
Molecular Formula:	C17H16ClFN2O2
Canonical SMILES:	OC(=N)CCCN/C(=C/1C=C(F)C=CC1=O)/c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C17H16ClFN2O2/c18-12-5-3-11(4-6-12)17(21-9-1-2-16(20)23)14-10-13(19)7-8-15(14)22/h3-8,10,21H,1-2,9H2,(H2,20,23)/b17-14+
Standard InCHIKey:	DWEQWXSKOHHBNT-SAPNQHFASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2371

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	104
0.1-0.2	1660
0.2-0.3	8212
0.3-0.4	13629
0.4-0.5	6057
0.5-0.6	1140
0.6-0.7	84
0.7-0.8	4
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	0.7381	NPC275410
Intermediate Similarity	0.7344	NPC471318
Intermediate Similarity	0.7154	NPC471310
Intermediate Similarity	0.7143	NPC77294
Remote Similarity	0.6947	NPC113099
Remote Similarity	0.688	NPC202613
Remote Similarity	0.6641	NPC313981
Remote Similarity	0.6613	NPC472788
Remote Similarity	0.6484	NPC471317
Remote Similarity	0.6479	NPC119326
Remote Similarity	0.6434	NPC275467
Remote Similarity	0.6391	NPC319579
Remote Similarity	0.6371	NPC471309
Remote Similarity	0.6364	NPC12429
Remote Similarity	0.6357	NPC71684
Remote Similarity	0.6345	NPC314431
Remote Similarity	0.6336	NPC474804
Remote Similarity	0.6336	NPC474973
Remote Similarity	0.6336	NPC130898
Remote Similarity	0.6336	NPC327481
Remote Similarity	0.632	NPC108339
Remote Similarity	0.6316	NPC472241
Remote Similarity	0.6311	NPC470877
Remote Similarity	0.6303	NPC169016
Remote Similarity	0.6299	NPC119569
Remote Similarity	0.6284	NPC313352
Remote Similarity	0.6277	NPC101139
Remote Similarity	0.627	NPC471319
Remote Similarity	0.627	NPC471320
Remote Similarity	0.626	NPC159178
Remote Similarity	0.626	NPC78041
Remote Similarity	0.626	NPC121872
Remote Similarity	0.626	NPC74936
Remote Similarity	0.626	NPC141139
Remote Similarity	0.626	NPC209764
Remote Similarity	0.626	NPC143516
Remote Similarity	0.626	NPC471307
Remote Similarity	0.6259	NPC320656
Remote Similarity	0.6234	NPC473804
Remote Similarity	0.6233	NPC472245
Remote Similarity	0.6232	NPC239357
Remote Similarity	0.6224	NPC22746
Remote Similarity	0.6212	NPC473498
Remote Similarity	0.6194	NPC472242
Remote Similarity	0.6176	NPC474584
Remote Similarity	0.617	NPC317564
Remote Similarity	0.617	NPC279385
Remote Similarity	0.617	NPC179605
Remote Similarity	0.6148	NPC471638
Remote Similarity	0.6144	NPC316202
Remote Similarity	0.6138	NPC322433
Remote Similarity	0.6127	NPC103292
Remote Similarity	0.6119	NPC473676
Remote Similarity	0.6111	NPC192533
Remote Similarity	0.6111	NPC469330
Remote Similarity	0.6107	NPC164859
Remote Similarity	0.6103	NPC329011
Remote Similarity	0.6094	NPC311242
Remote Similarity	0.609	NPC471447
Remote Similarity	0.6087	NPC33742
Remote Similarity	0.608	NPC245259
Remote Similarity	0.608	NPC226438
Remote Similarity	0.6078	NPC472243
Remote Similarity	0.6076	NPC237649
Remote Similarity	0.6076	NPC300596
Remote Similarity	0.6068	NPC12857
Remote Similarity	0.6067	NPC474473
Remote Similarity	0.6066	NPC258046
Remote Similarity	0.6063	NPC303045
Remote Similarity	0.6063	NPC161972
Remote Similarity	0.6063	NPC329430
Remote Similarity	0.6054	NPC150863
Remote Similarity	0.604	NPC40364
Remote Similarity	0.6028	NPC314992
Remote Similarity	0.6027	NPC477937
Remote Similarity	0.6026	NPC470441
Remote Similarity	0.6016	NPC305602
Remote Similarity	0.6016	NPC473031
Remote Similarity	0.6016	NPC17497
Remote Similarity	0.6016	NPC25565
Remote Similarity	0.6015	NPC474559
Remote Similarity	0.6015	NPC67043
Remote Similarity	0.6014	NPC280807
Remote Similarity	0.6014	NPC276949
Remote Similarity	0.6014	NPC35850
Remote Similarity	0.6	NPC470544
Remote Similarity	0.6	NPC2265
Remote Similarity	0.6	NPC172128
Remote Similarity	0.5987	NPC325599
Remote Similarity	0.5986	NPC58827
Remote Similarity	0.5986	NPC72473
Remote Similarity	0.5986	NPC291962
Remote Similarity	0.5986	NPC307437
Remote Similarity	0.5986	NPC177684
Remote Similarity	0.5984	NPC291070
Remote Similarity	0.5984	NPC246757
Remote Similarity	0.5976	NPC154478
Remote Similarity	0.5969	NPC473501
Remote Similarity	0.5969	NPC475439
Remote Similarity	0.5964	NPC138293
Remote Similarity	0.5964	NPC113056
Remote Similarity	0.5962	NPC314287
Remote Similarity	0.5959	NPC474479
Remote Similarity	0.5957	NPC470545
Remote Similarity	0.5951	NPC84317
Remote Similarity	0.5948	NPC316906
Remote Similarity	0.5948	NPC122553
Remote Similarity	0.5946	NPC209389
Remote Similarity	0.5944	NPC112373
Remote Similarity	0.5944	NPC258531
Remote Similarity	0.5944	NPC27833
Remote Similarity	0.5944	NPC161956
Remote Similarity	0.5938	NPC58674
Remote Similarity	0.5933	NPC476689
Remote Similarity	0.5933	NPC476687
Remote Similarity	0.5933	NPC476685
Remote Similarity	0.5933	NPC53044
Remote Similarity	0.5931	NPC35996
Remote Similarity	0.5929	NPC197470
Remote Similarity	0.5924	NPC136002
Remote Similarity	0.5915	NPC470546
Remote Similarity	0.5912	NPC13470
Remote Similarity	0.5909	NPC316141
Remote Similarity	0.5904	NPC472121
Remote Similarity	0.5896	NPC167336
Remote Similarity	0.589	NPC229055
Remote Similarity	0.5887	NPC14672
Remote Similarity	0.5887	NPC315276
Remote Similarity	0.5887	NPC285926
Remote Similarity	0.5874	NPC226143
Remote Similarity	0.5873	NPC316108
Remote Similarity	0.5871	NPC47986
Remote Similarity	0.5867	NPC316746
Remote Similarity	0.5864	NPC473002
Remote Similarity	0.5862	NPC39818
Remote Similarity	0.5862	NPC268534
Remote Similarity	0.5859	NPC474974
Remote Similarity	0.5857	NPC205652
Remote Similarity	0.5855	NPC253476
Remote Similarity	0.5855	NPC141050
Remote Similarity	0.5852	NPC274089
Remote Similarity	0.5852	NPC191215
Remote Similarity	0.5852	NPC45033
Remote Similarity	0.585	NPC474926
Remote Similarity	0.5849	NPC478039
Remote Similarity	0.5846	NPC472258
Remote Similarity	0.5846	NPC10781
Remote Similarity	0.5846	NPC293628
Remote Similarity	0.5846	NPC122493
Remote Similarity	0.5839	NPC111428
Remote Similarity	0.5833	NPC43477
Remote Similarity	0.5828	NPC469903
Remote Similarity	0.5828	NPC325479
Remote Similarity	0.5823	NPC472103
Remote Similarity	0.5821	NPC88267
Remote Similarity	0.5821	NPC194390
Remote Similarity	0.5821	NPC113326
Remote Similarity	0.5821	NPC224610
Remote Similarity	0.582	NPC119677
Remote Similarity	0.5814	NPC256452
Remote Similarity	0.5813	NPC2672
Remote Similarity	0.5809	NPC172170
Remote Similarity	0.5806	NPC471312
Remote Similarity	0.5806	NPC203076
Remote Similarity	0.58	NPC194562
Remote Similarity	0.5793	NPC257490
Remote Similarity	0.5782	NPC222466
Remote Similarity	0.5775	NPC125416
Remote Similarity	0.5774	NPC189116
Remote Similarity	0.5763	NPC139658
Remote Similarity	0.5763	NPC271642
Remote Similarity	0.5762	NPC126458
Remote Similarity	0.5758	NPC476464
Remote Similarity	0.5758	NPC12730
Remote Similarity	0.5755	NPC475013
Remote Similarity	0.5752	NPC316104
Remote Similarity	0.5752	NPC162417
Remote Similarity	0.575	NPC324445
Remote Similarity	0.5749	NPC27904
Remote Similarity	0.5748	NPC78154
Remote Similarity	0.5745	NPC470550
Remote Similarity	0.5743	NPC472244
Remote Similarity	0.5743	NPC470343
Remote Similarity	0.5743	NPC101719
Remote Similarity	0.5742	NPC132636
Remote Similarity	0.5742	NPC77992
Remote Similarity	0.5742	NPC287358
Remote Similarity	0.5736	NPC7067
Remote Similarity	0.5734	NPC254088
Remote Similarity	0.5734	NPC476440
Remote Similarity	0.5733	NPC116057
Remote Similarity	0.5732	NPC471574
Remote Similarity	0.5732	NPC2823
Remote Similarity	0.5732	NPC315348
Remote Similarity	0.5732	NPC471164
Remote Similarity	0.5732	NPC32002
Remote Similarity	0.5725	NPC33168
Remote Similarity	0.5725	NPC324569
Remote Similarity	0.5724	NPC207428
Remote Similarity	0.5724	NPC200964

Drug Structure

NPD2371 OpenBabel08211702172D 26 27 0 0 0 0 0 0 0 0999 V2000 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 -2.5981 1.5000 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 -3.4641 1.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 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 1.7321 1.0000 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 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 -4.3301 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 7.0000 0.0000 H 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 0.0000 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 16 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 9 21 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 15 22 2 0 0 0 0 16 20 2 0 0 0 0 16 23 1 0 0 0 0 17 21 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	DAP000258
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5361323
ChEBI
CAS Number

Drug Properties

Molecular Weight	334.09
ALogP	0.301
MLogP	2.67
XLogP	3.6
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	73.18
RO5 Violation	0