NPASS drugs

Drug Information

Drug ID:	NPD2372
Drug Name:	Progabide
Molecular Formula:	C17H16ClFN2O2
Canonical SMILES:	OC(=N)CCC/N=C(c1cc(F)ccc1O)/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/h3-8,10,22H,1-2,9H2,(H2,20,23)/b21-17-
Standard InCHIKey:	IBALRBWGSVJPAP-FXBPSFAMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2372

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	169
0.1-0.2	1242
0.2-0.3	7503
0.3-0.4	5831
0.4-0.5	10089
0.5-0.6	5308
0.6-0.7	722
0.7-0.8	26
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	0.7619	NPC96224
Intermediate Similarity	0.7619	NPC24101
Intermediate Similarity	0.7619	NPC153690
Intermediate Similarity	0.7557	NPC82963
Intermediate Similarity	0.75	NPC311737
Intermediate Similarity	0.75	NPC38458
Intermediate Similarity	0.7377	NPC33168
Intermediate Similarity	0.7364	NPC474149
Intermediate Similarity	0.7323	NPC231705
Intermediate Similarity	0.7287	NPC258056
Intermediate Similarity	0.7273	NPC118202
Intermediate Similarity	0.7266	NPC142297
Intermediate Similarity	0.7259	NPC283760
Intermediate Similarity	0.7218	NPC317254
Intermediate Similarity	0.7177	NPC315921
Intermediate Similarity	0.7177	NPC107619
Intermediate Similarity	0.7163	NPC477839
Intermediate Similarity	0.7153	NPC324702
Intermediate Similarity	0.7132	NPC43275
Intermediate Similarity	0.7132	NPC268572
Intermediate Similarity	0.7113	NPC325651
Intermediate Similarity	0.7111	NPC283468
Intermediate Similarity	0.7087	NPC178902
Intermediate Similarity	0.7059	NPC122009
Intermediate Similarity	0.7045	NPC227553
Intermediate Similarity	0.7014	NPC326966
Remote Similarity	0.6993	NPC271808
Remote Similarity	0.6977	NPC211551
Remote Similarity	0.6947	NPC146096
Remote Similarity	0.6944	NPC474091
Remote Similarity	0.694	NPC91452
Remote Similarity	0.6935	NPC128062
Remote Similarity	0.6935	NPC151715
Remote Similarity	0.6929	NPC471315
Remote Similarity	0.6929	NPC471314
Remote Similarity	0.6918	NPC267237
Remote Similarity	0.6914	NPC208280
Remote Similarity	0.6906	NPC284078
Remote Similarity	0.6885	NPC172128
Remote Similarity	0.688	NPC26244
Remote Similarity	0.6855	NPC271440
Remote Similarity	0.6838	NPC37302
Remote Similarity	0.6838	NPC244403
Remote Similarity	0.6825	NPC473388
Remote Similarity	0.6822	NPC168829
Remote Similarity	0.6822	NPC471310
Remote Similarity	0.6812	NPC5932
Remote Similarity	0.68	NPC76938
Remote Similarity	0.6791	NPC163674
Remote Similarity	0.6783	NPC29477
Remote Similarity	0.6781	NPC475735
Remote Similarity	0.6774	NPC45040
Remote Similarity	0.6769	NPC288411
Remote Similarity	0.6746	NPC32714
Remote Similarity	0.6738	NPC27581
Remote Similarity	0.6738	NPC42644
Remote Similarity	0.6738	NPC474862
Remote Similarity	0.6735	NPC244866
Remote Similarity	0.6733	NPC214988
Remote Similarity	0.6719	NPC125732
Remote Similarity	0.6719	NPC132078
Remote Similarity	0.6719	NPC216468
Remote Similarity	0.6719	NPC51333
Remote Similarity	0.6719	NPC78119
Remote Similarity	0.6718	NPC138942
Remote Similarity	0.6718	NPC474559
Remote Similarity	0.6718	NPC474839
Remote Similarity	0.6715	NPC303370
Remote Similarity	0.6714	NPC263835
Remote Similarity	0.6714	NPC112823
Remote Similarity	0.6713	NPC62101
Remote Similarity	0.6713	NPC95733
Remote Similarity	0.6693	NPC216520
Remote Similarity	0.6693	NPC132271
Remote Similarity	0.6693	NPC82664
Remote Similarity	0.6693	NPC292730
Remote Similarity	0.6692	NPC68055
Remote Similarity	0.6667	NPC213730
Remote Similarity	0.6667	NPC86966
Remote Similarity	0.6667	NPC48909
Remote Similarity	0.6667	NPC166837
Remote Similarity	0.6667	NPC294741
Remote Similarity	0.6645	NPC477838
Remote Similarity	0.6645	NPC477837
Remote Similarity	0.6645	NPC168861
Remote Similarity	0.6644	NPC71888
Remote Similarity	0.6644	NPC120114
Remote Similarity	0.6643	NPC211218
Remote Similarity	0.6642	NPC316052
Remote Similarity	0.6642	NPC142599
Remote Similarity	0.6641	NPC119860
Remote Similarity	0.6639	NPC155393
Remote Similarity	0.6615	NPC51015
Remote Similarity	0.6615	NPC7686
Remote Similarity	0.6615	NPC91461
Remote Similarity	0.6615	NPC40258
Remote Similarity	0.6615	NPC12221
Remote Similarity	0.6614	NPC274678
Remote Similarity	0.66	NPC64205
Remote Similarity	0.6599	NPC185313
Remote Similarity	0.6596	NPC17388
Remote Similarity	0.6596	NPC289330
Remote Similarity	0.6596	NPC160120
Remote Similarity	0.6596	NPC471308
Remote Similarity	0.6596	NPC53596
Remote Similarity	0.6589	NPC92730
Remote Similarity	0.6585	NPC307235
Remote Similarity	0.6585	NPC407
Remote Similarity	0.6579	NPC197921
Remote Similarity	0.6575	NPC186898
Remote Similarity	0.6575	NPC296712
Remote Similarity	0.6575	NPC251571
Remote Similarity	0.6567	NPC61885
Remote Similarity	0.6567	NPC262365
Remote Similarity	0.6567	NPC63698
Remote Similarity	0.656	NPC192
Remote Similarity	0.6556	NPC309667
Remote Similarity	0.6554	NPC114102
Remote Similarity	0.6554	NPC45191
Remote Similarity	0.6554	NPC473724
Remote Similarity	0.6552	NPC476249
Remote Similarity	0.6549	NPC83279
Remote Similarity	0.6548	NPC227778
Remote Similarity	0.6541	NPC271274
Remote Similarity	0.6538	NPC155847
Remote Similarity	0.6538	NPC248396
Remote Similarity	0.6538	NPC289381
Remote Similarity	0.6538	NPC48730
Remote Similarity	0.6538	NPC129373
Remote Similarity	0.6536	NPC91953
Remote Similarity	0.6535	NPC152415
Remote Similarity	0.6531	NPC155838
Remote Similarity	0.6528	NPC307020
Remote Similarity	0.6525	NPC256369
Remote Similarity	0.6525	NPC319950
Remote Similarity	0.6522	NPC471318
Remote Similarity	0.6519	NPC33728
Remote Similarity	0.6519	NPC145638
Remote Similarity	0.6519	NPC19808
Remote Similarity	0.6519	NPC290566
Remote Similarity	0.6515	NPC323810
Remote Similarity	0.6515	NPC8931
Remote Similarity	0.6515	NPC120693
Remote Similarity	0.6515	NPC241891
Remote Similarity	0.6515	NPC261573
Remote Similarity	0.6515	NPC102216
Remote Similarity	0.6512	NPC225464
Remote Similarity	0.6512	NPC152097
Remote Similarity	0.6512	NPC156313
Remote Similarity	0.651	NPC471953
Remote Similarity	0.651	NPC214869
Remote Similarity	0.651	NPC328070
Remote Similarity	0.6508	NPC265521
Remote Similarity	0.6508	NPC306074
Remote Similarity	0.6507	NPC476353
Remote Similarity	0.6507	NPC301713
Remote Similarity	0.6504	NPC198747
Remote Similarity	0.6494	NPC474128
Remote Similarity	0.6494	NPC326241
Remote Similarity	0.6493	NPC320439
Remote Similarity	0.649	NPC6913
Remote Similarity	0.6486	NPC195749
Remote Similarity	0.6486	NPC52029
Remote Similarity	0.6486	NPC35961
Remote Similarity	0.648	NPC280347
Remote Similarity	0.648	NPC242240
Remote Similarity	0.648	NPC177420
Remote Similarity	0.648	NPC318325
Remote Similarity	0.648	NPC123273
Remote Similarity	0.6479	NPC252817
Remote Similarity	0.6479	NPC41801
Remote Similarity	0.6471	NPC475018
Remote Similarity	0.6471	NPC44732
Remote Similarity	0.6471	NPC296683
Remote Similarity	0.6471	NPC476989
Remote Similarity	0.6467	NPC151030
Remote Similarity	0.6467	NPC269383
Remote Similarity	0.6466	NPC134829
Remote Similarity	0.6466	NPC233396
Remote Similarity	0.6466	NPC219286
Remote Similarity	0.6466	NPC154899
Remote Similarity	0.6466	NPC99557
Remote Similarity	0.6463	NPC17374
Remote Similarity	0.6462	NPC260775
Remote Similarity	0.6462	NPC128723
Remote Similarity	0.6457	NPC210497
Remote Similarity	0.6457	NPC3358
Remote Similarity	0.6457	NPC306884
Remote Similarity	0.6457	NPC162314
Remote Similarity	0.6457	NPC147284
Remote Similarity	0.6457	NPC94139
Remote Similarity	0.6452	NPC106183
Remote Similarity	0.6449	NPC309808
Remote Similarity	0.6446	NPC238430
Remote Similarity	0.6444	NPC174981
Remote Similarity	0.6439	NPC168393
Remote Similarity	0.6439	NPC108497
Remote Similarity	0.6439	NPC233827
Remote Similarity	0.6439	NPC135784
Remote Similarity	0.6438	NPC475432

Drug Structure

NPD2372 OpenBabel08211702172D 26 27 0 0 0 0 0 0 0 0999 V2000 0.0000 -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 0.0000 -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 0.0000 -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 -1.7321 -6.0000 0.0000 O 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 0.8660 1.5000 0.0000 H 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 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 2 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 23 1 0 0 0 0 17 21 2 0 0 0 0 20 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000258
DrugBank	DB00837
ChEMBL	CHEMBL287631
IUPHAR/BPS
PharmaGKB	PA164747990
KEGG Drug	D05621
PubChem CID
ChEBI
CAS Number	62666-20-0

Drug Properties

Molecular Weight	334.09
ALogP	0.1107
MLogP	2.67
XLogP	4.015
HDA	3
HBD	3
Rotatable Bonds	10
TPSA	76.67
RO5 Violation	0