NPASS drugs

Drug Information

Drug ID:	NPD3243
Drug Name:	Rebamipide
Molecular Formula:	C19H15ClN2O4
Canonical SMILES:	Clc1ccc(cc1)C(=O)NC(C(=O)O)Cc1cc(O)nc2c1cccc2
Standard InCHI:	InChI=1S/C19H15ClN2O4/c20-13-7-5-11(6-8-13)18(24)22-16(19(25)26)9-12-10-17(23)21-15-4-2-1-3-14(12)15/h1-8,10,16H,9H2,(H,21,23)(H,22,24)(H,25,26)
Standard InCHIKey:	ALLWOAVDORUJLA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3243

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	338
0.1-0.2	2235
0.2-0.3	9780
0.3-0.4	6174
0.4-0.5	8854
0.5-0.6	2126
0.6-0.7	1234
0.7-0.8	149
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	0.7971	NPC270918
Intermediate Similarity	0.7876	NPC303225
Intermediate Similarity	0.7873	NPC323198
Intermediate Similarity	0.7826	NPC476098
Intermediate Similarity	0.7734	NPC45850
Intermediate Similarity	0.7674	NPC322064
Intermediate Similarity	0.7644	NPC471944
Intermediate Similarity	0.7626	NPC478141
Intermediate Similarity	0.7621	NPC141454
Intermediate Similarity	0.7612	NPC194040
Intermediate Similarity	0.7592	NPC322644
Intermediate Similarity	0.7523	NPC24370
Intermediate Similarity	0.7523	NPC319232
Intermediate Similarity	0.75	NPC306376
Intermediate Similarity	0.75	NPC144381
Intermediate Similarity	0.7488	NPC82370
Intermediate Similarity	0.7466	NPC220851
Intermediate Similarity	0.7451	NPC183805
Intermediate Similarity	0.7444	NPC214142
Intermediate Similarity	0.744	NPC276517
Intermediate Similarity	0.7437	NPC217372
Intermediate Similarity	0.7437	NPC183662
Intermediate Similarity	0.7437	NPC15573
Intermediate Similarity	0.7429	NPC315491
Intermediate Similarity	0.7429	NPC45459
Intermediate Similarity	0.7411	NPC261251
Intermediate Similarity	0.7411	NPC34580
Intermediate Similarity	0.7411	NPC124920
Intermediate Similarity	0.7411	NPC118559
Intermediate Similarity	0.7411	NPC304307
Intermediate Similarity	0.7406	NPC165599
Intermediate Similarity	0.7401	NPC284888
Intermediate Similarity	0.74	NPC219336
Intermediate Similarity	0.7391	NPC230403
Intermediate Similarity	0.7383	NPC244741
Intermediate Similarity	0.7381	NPC280714
Intermediate Similarity	0.7378	NPC100547
Intermediate Similarity	0.7361	NPC309845
Intermediate Similarity	0.7358	NPC57398
Intermediate Similarity	0.7357	NPC477516
Intermediate Similarity	0.7354	NPC229893
Intermediate Similarity	0.7352	NPC469928
Intermediate Similarity	0.7352	NPC330009
Intermediate Similarity	0.7349	NPC39679
Intermediate Similarity	0.7345	NPC223409
Intermediate Similarity	0.7345	NPC322135
Intermediate Similarity	0.7345	NPC95240
Intermediate Similarity	0.7325	NPC323752
Intermediate Similarity	0.7318	NPC27041
Intermediate Similarity	0.7313	NPC267853
Intermediate Similarity	0.7313	NPC14288
Intermediate Similarity	0.7306	NPC237740
Intermediate Similarity	0.7306	NPC118228
Intermediate Similarity	0.7304	NPC15801
Intermediate Similarity	0.7304	NPC184225
Intermediate Similarity	0.7301	NPC194740
Intermediate Similarity	0.7281	NPC244897
Intermediate Similarity	0.7281	NPC321592
Intermediate Similarity	0.7281	NPC207686
Intermediate Similarity	0.7281	NPC54803
Intermediate Similarity	0.7264	NPC213308
Intermediate Similarity	0.7257	NPC192712
Intermediate Similarity	0.7255	NPC207851
Intermediate Similarity	0.7233	NPC206186
Intermediate Similarity	0.7227	NPC477979
Intermediate Similarity	0.7222	NPC283117
Intermediate Similarity	0.7222	NPC321428
Intermediate Similarity	0.722	NPC276657
Intermediate Similarity	0.7217	NPC316411
Intermediate Similarity	0.7217	NPC33064
Intermediate Similarity	0.7217	NPC245055
Intermediate Similarity	0.7207	NPC264285
Intermediate Similarity	0.7204	NPC90229
Intermediate Similarity	0.7195	NPC74969
Intermediate Similarity	0.7193	NPC326363
Intermediate Similarity	0.7185	NPC181081
Intermediate Similarity	0.7182	NPC89508
Intermediate Similarity	0.7169	NPC87413
Intermediate Similarity	0.7169	NPC294375
Intermediate Similarity	0.7163	NPC83111
Intermediate Similarity	0.7162	NPC315062
Intermediate Similarity	0.7162	NPC312645
Intermediate Similarity	0.7156	NPC325297
Intermediate Similarity	0.7155	NPC104712
Intermediate Similarity	0.7143	NPC323969
Intermediate Similarity	0.7143	NPC283219
Intermediate Similarity	0.713	NPC184408
Intermediate Similarity	0.7129	NPC84347
Intermediate Similarity	0.7124	NPC82472
Intermediate Similarity	0.7124	NPC51388
Intermediate Similarity	0.7123	NPC156704
Intermediate Similarity	0.7117	NPC3207
Intermediate Similarity	0.7115	NPC221873
Intermediate Similarity	0.7114	NPC259545
Intermediate Similarity	0.7113	NPC316110
Intermediate Similarity	0.7113	NPC313587
Intermediate Similarity	0.7113	NPC315893
Intermediate Similarity	0.7112	NPC477549
Intermediate Similarity	0.711	NPC86834
Intermediate Similarity	0.711	NPC210828
Intermediate Similarity	0.7108	NPC469896
Intermediate Similarity	0.7105	NPC157931
Intermediate Similarity	0.7101	NPC160381
Intermediate Similarity	0.7097	NPC471191
Intermediate Similarity	0.7091	NPC9894
Intermediate Similarity	0.7091	NPC23294
Intermediate Similarity	0.7089	NPC474916
Intermediate Similarity	0.7087	NPC474701
Intermediate Similarity	0.7087	NPC119006
Intermediate Similarity	0.7085	NPC41717
Intermediate Similarity	0.7082	NPC28945
Intermediate Similarity	0.708	NPC16352
Intermediate Similarity	0.7074	NPC471762
Intermediate Similarity	0.7069	NPC325976
Intermediate Similarity	0.7067	NPC272174
Intermediate Similarity	0.7067	NPC278434
Intermediate Similarity	0.7064	NPC183777
Intermediate Similarity	0.7064	NPC53344
Intermediate Similarity	0.7064	NPC88008
Intermediate Similarity	0.7059	NPC471193
Intermediate Similarity	0.7059	NPC126709
Intermediate Similarity	0.7059	NPC256268
Intermediate Similarity	0.7059	NPC118940
Intermediate Similarity	0.7059	NPC219087
Intermediate Similarity	0.7059	NPC471194
Intermediate Similarity	0.7059	NPC248041
Intermediate Similarity	0.7059	NPC232340
Intermediate Similarity	0.7054	NPC303658
Intermediate Similarity	0.7051	NPC132539
Intermediate Similarity	0.7046	NPC208522
Intermediate Similarity	0.7045	NPC303951
Intermediate Similarity	0.704	NPC36405
Intermediate Similarity	0.7039	NPC243058
Intermediate Similarity	0.7037	NPC60553
Intermediate Similarity	0.7037	NPC211813
Intermediate Similarity	0.7035	NPC473317
Intermediate Similarity	0.7032	NPC171787
Intermediate Similarity	0.7028	NPC146724
Intermediate Similarity	0.7027	NPC250448
Intermediate Similarity	0.7022	NPC74360
Intermediate Similarity	0.7021	NPC41501
Intermediate Similarity	0.7018	NPC300156
Intermediate Similarity	0.7017	NPC178858
Intermediate Similarity	0.7013	NPC477112
Intermediate Similarity	0.701	NPC219848
Intermediate Similarity	0.7009	NPC131887
Intermediate Similarity	0.7009	NPC305984
Intermediate Similarity	0.7009	NPC293151
Intermediate Similarity	0.7005	NPC53144
Remote Similarity	0.6996	NPC182222
Remote Similarity	0.6995	NPC203468
Remote Similarity	0.6995	NPC110500
Remote Similarity	0.6995	NPC149155
Remote Similarity	0.6991	NPC174760
Remote Similarity	0.6991	NPC472099
Remote Similarity	0.6986	NPC4687
Remote Similarity	0.6986	NPC193238
Remote Similarity	0.6979	NPC470784
Remote Similarity	0.6976	NPC164340
Remote Similarity	0.6972	NPC314648
Remote Similarity	0.6971	NPC241025
Remote Similarity	0.6971	NPC133003
Remote Similarity	0.697	NPC472844
Remote Similarity	0.6966	NPC272549
Remote Similarity	0.6966	NPC35042
Remote Similarity	0.6964	NPC152768
Remote Similarity	0.6964	NPC148183
Remote Similarity	0.6961	NPC267885
Remote Similarity	0.696	NPC474896
Remote Similarity	0.6959	NPC328318
Remote Similarity	0.6959	NPC328596
Remote Similarity	0.6957	NPC133306
Remote Similarity	0.6957	NPC470205
Remote Similarity	0.6952	NPC321708
Remote Similarity	0.6951	NPC317752
Remote Similarity	0.6951	NPC39500
Remote Similarity	0.6949	NPC475816
Remote Similarity	0.6943	NPC473449
Remote Similarity	0.6943	NPC125597
Remote Similarity	0.6941	NPC175602
Remote Similarity	0.694	NPC260434
Remote Similarity	0.6939	NPC74619
Remote Similarity	0.6938	NPC90415
Remote Similarity	0.6937	NPC72956
Remote Similarity	0.6936	NPC184680
Remote Similarity	0.6934	NPC99666
Remote Similarity	0.6933	NPC469727
Remote Similarity	0.6933	NPC472285
Remote Similarity	0.693	NPC31097
Remote Similarity	0.693	NPC472284
Remote Similarity	0.6927	NPC134848
Remote Similarity	0.6927	NPC317572
Remote Similarity	0.6927	NPC200836
Remote Similarity	0.6926	NPC311906
Remote Similarity	0.6926	NPC274640
Remote Similarity	0.6926	NPC66777
Remote Similarity	0.6923	NPC203635
Remote Similarity	0.692	NPC116701
Remote Similarity	0.692	NPC478157
Remote Similarity	0.6916	NPC245916

Drug Structure

NPD3243 OpenBabel08211703112D 29 31 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 5.1962 0.0000 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 2.5981 -1.5000 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 -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 4.3301 0.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 3 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 4.3301 -2.5000 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 4.3301 1.5000 0.0000 Cl 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 3.4641 -3.0000 0.0000 N 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 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 14 2 0 0 0 0 4 15 2 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 6 8 2 0 0 0 0 6 11 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001200
DrugBank
ChEMBL
IUPHAR/BPS	871
PharmaGKB
KEGG Drug
PubChem CID	5042
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.07
ALogP	-0.6853
MLogP	2.78
XLogP	3.806
HDA	5
HBD	3
Rotatable Bonds	9
TPSA	99.52
RO5 Violation	0