NPASS drugs

Drug Information

Drug ID:	NPD6874
Drug Name:	Repaglinide
Molecular Formula:	C27H36N2O4
Canonical SMILES:	CCOc1cc(ccc1C(=O)O)CC(=N[C@H](c1ccccc1N1CCCCC1)CC(C)C)O
Standard InCHI:	InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18-26(30)28-23(16-19(2)3)21-10-6-7-11-24(21)29-14-8-5-9-15-29/h6-7,10-13,17,19,23H,4-5,8-9,14-16,18H2,1-3H3,(H,28,30)(H,31,32)/t23-/m0/s1
Standard InCHIKey:	FAEKWTJYAYMJKF-QHCPKHFHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6874

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	204
0.1-0.2	999
0.2-0.3	3262
0.3-0.4	8162
0.4-0.5	3254
0.5-0.6	8595
0.6-0.7	6311
0.7-0.8	103
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	0.7784	NPC28510
Intermediate Similarity	0.7772	NPC198160
Intermediate Similarity	0.767	NPC116178
Intermediate Similarity	0.7662	NPC15987
Intermediate Similarity	0.7653	NPC206109
Intermediate Similarity	0.7653	NPC114039
Intermediate Similarity	0.7633	NPC321166
Intermediate Similarity	0.7633	NPC217903
Intermediate Similarity	0.755	NPC234933
Intermediate Similarity	0.7548	NPC30749
Intermediate Similarity	0.7513	NPC1820
Intermediate Similarity	0.7512	NPC212123
Intermediate Similarity	0.75	NPC305542
Intermediate Similarity	0.746	NPC112336
Intermediate Similarity	0.746	NPC474814
Intermediate Similarity	0.7452	NPC295479
Intermediate Similarity	0.7452	NPC220241
Intermediate Similarity	0.7419	NPC199737
Intermediate Similarity	0.7396	NPC9475
Intermediate Similarity	0.7383	NPC329830
Intermediate Similarity	0.7374	NPC474059
Intermediate Similarity	0.7366	NPC93653
Intermediate Similarity	0.735	NPC471825
Intermediate Similarity	0.7343	NPC193238
Intermediate Similarity	0.7317	NPC288759
Intermediate Similarity	0.7282	NPC327005
Intermediate Similarity	0.726	NPC478075
Intermediate Similarity	0.7255	NPC241263
Intermediate Similarity	0.7248	NPC476436
Intermediate Similarity	0.7246	NPC301292
Intermediate Similarity	0.7246	NPC313112
Intermediate Similarity	0.7243	NPC134702
Intermediate Similarity	0.7243	NPC182853
Intermediate Similarity	0.7238	NPC474366
Intermediate Similarity	0.7233	NPC474077
Intermediate Similarity	0.723	NPC234772
Intermediate Similarity	0.7225	NPC329567
Intermediate Similarity	0.7225	NPC330683
Intermediate Similarity	0.7204	NPC218303
Intermediate Similarity	0.7196	NPC204867
Intermediate Similarity	0.7183	NPC176113
Intermediate Similarity	0.7183	NPC148391
Intermediate Similarity	0.7178	NPC203972
Intermediate Similarity	0.7177	NPC16249
Intermediate Similarity	0.7176	NPC469439
Intermediate Similarity	0.7163	NPC284236
Intermediate Similarity	0.7163	NPC316368
Intermediate Similarity	0.7162	NPC476429
Intermediate Similarity	0.715	NPC311357
Intermediate Similarity	0.7143	NPC198401
Intermediate Similarity	0.7143	NPC85613
Intermediate Similarity	0.7143	NPC118189
Intermediate Similarity	0.7143	NPC298320
Intermediate Similarity	0.7136	NPC13249
Intermediate Similarity	0.7135	NPC471778
Intermediate Similarity	0.7135	NPC471316
Intermediate Similarity	0.7129	NPC246140
Intermediate Similarity	0.7129	NPC195787
Intermediate Similarity	0.7128	NPC127082
Intermediate Similarity	0.7116	NPC314914
Intermediate Similarity	0.7116	NPC321226
Intermediate Similarity	0.7116	NPC328856
Intermediate Similarity	0.7116	NPC180210
Intermediate Similarity	0.7116	NPC478046
Intermediate Similarity	0.7116	NPC478047
Intermediate Similarity	0.7115	NPC207971
Intermediate Similarity	0.7114	NPC283207
Intermediate Similarity	0.7114	NPC469437
Intermediate Similarity	0.7107	NPC309692
Intermediate Similarity	0.7098	NPC476220
Intermediate Similarity	0.7098	NPC160113
Intermediate Similarity	0.7087	NPC280714
Intermediate Similarity	0.7081	NPC268077
Intermediate Similarity	0.7079	NPC475411
Intermediate Similarity	0.7073	NPC472191
Intermediate Similarity	0.707	NPC478048
Intermediate Similarity	0.7067	NPC17160
Intermediate Similarity	0.7067	NPC154922
Intermediate Similarity	0.7067	NPC313720
Intermediate Similarity	0.7064	NPC76478
Intermediate Similarity	0.7056	NPC114468
Intermediate Similarity	0.7056	NPC268223
Intermediate Similarity	0.7053	NPC475983
Intermediate Similarity	0.7048	NPC304837
Intermediate Similarity	0.7048	NPC476258
Intermediate Similarity	0.7045	NPC473449
Intermediate Similarity	0.7044	NPC226708
Intermediate Similarity	0.7042	NPC220337
Intermediate Similarity	0.7039	NPC83019
Intermediate Similarity	0.7033	NPC317572
Intermediate Similarity	0.7032	NPC148124
Intermediate Similarity	0.7027	NPC469758
Intermediate Similarity	0.7024	NPC170333
Intermediate Similarity	0.7023	NPC2905
Intermediate Similarity	0.7021	NPC39819
Intermediate Similarity	0.7018	NPC170101
Intermediate Similarity	0.7015	NPC21425
Intermediate Similarity	0.7009	NPC474192
Intermediate Similarity	0.7009	NPC475720
Intermediate Similarity	0.7005	NPC317727
Intermediate Similarity	0.7005	NPC87560
Intermediate Similarity	0.7005	NPC474815
Intermediate Similarity	0.7005	NPC195120
Remote Similarity	0.699	NPC204580
Remote Similarity	0.6987	NPC113455
Remote Similarity	0.6986	NPC99724
Remote Similarity	0.6986	NPC7560
Remote Similarity	0.6982	NPC248903
Remote Similarity	0.6973	NPC469764
Remote Similarity	0.6964	NPC227033
Remote Similarity	0.696	NPC477587
Remote Similarity	0.696	NPC477589
Remote Similarity	0.6957	NPC1534
Remote Similarity	0.6957	NPC14622
Remote Similarity	0.6957	NPC46744
Remote Similarity	0.6957	NPC17677
Remote Similarity	0.6957	NPC73020
Remote Similarity	0.6957	NPC124302
Remote Similarity	0.6957	NPC215098
Remote Similarity	0.6957	NPC71124
Remote Similarity	0.6957	NPC70290
Remote Similarity	0.6954	NPC315631
Remote Similarity	0.6953	NPC317567
Remote Similarity	0.6946	NPC45389
Remote Similarity	0.6941	NPC128115
Remote Similarity	0.694	NPC323798
Remote Similarity	0.6937	NPC26928
Remote Similarity	0.6935	NPC270301
Remote Similarity	0.6935	NPC196114
Remote Similarity	0.6935	NPC288305
Remote Similarity	0.6933	NPC191489
Remote Similarity	0.693	NPC127996
Remote Similarity	0.6926	NPC180668
Remote Similarity	0.6926	NPC471013
Remote Similarity	0.6926	NPC148896
Remote Similarity	0.6919	NPC87714
Remote Similarity	0.6916	NPC25961
Remote Similarity	0.6915	NPC315542
Remote Similarity	0.6912	NPC70340
Remote Similarity	0.6908	NPC314948
Remote Similarity	0.6906	NPC473458
Remote Similarity	0.6905	NPC1464
Remote Similarity	0.6904	NPC198075
Remote Similarity	0.6904	NPC8467
Remote Similarity	0.6904	NPC129578
Remote Similarity	0.6902	NPC24075
Remote Similarity	0.69	NPC477590
Remote Similarity	0.69	NPC99723
Remote Similarity	0.69	NPC477586
Remote Similarity	0.69	NPC477585
Remote Similarity	0.69	NPC477588
Remote Similarity	0.6897	NPC120239
Remote Similarity	0.6897	NPC107123
Remote Similarity	0.6895	NPC281272
Remote Similarity	0.6895	NPC288110
Remote Similarity	0.6893	NPC469816
Remote Similarity	0.6893	NPC469815
Remote Similarity	0.6892	NPC97746
Remote Similarity	0.6891	NPC70172
Remote Similarity	0.6891	NPC299582
Remote Similarity	0.689	NPC138830
Remote Similarity	0.689	NPC72788
Remote Similarity	0.689	NPC120671
Remote Similarity	0.689	NPC226652
Remote Similarity	0.689	NPC314100
Remote Similarity	0.6888	NPC21752
Remote Similarity	0.6888	NPC276993
Remote Similarity	0.6888	NPC298851
Remote Similarity	0.6888	NPC181138
Remote Similarity	0.6888	NPC210415
Remote Similarity	0.6888	NPC293255
Remote Similarity	0.6887	NPC314946
Remote Similarity	0.6886	NPC314702
Remote Similarity	0.6884	NPC5167
Remote Similarity	0.6881	NPC194040
Remote Similarity	0.6878	NPC473004
Remote Similarity	0.6878	NPC251071
Remote Similarity	0.6875	NPC313299
Remote Similarity	0.6872	NPC41216
Remote Similarity	0.6869	NPC46990
Remote Similarity	0.6866	NPC314817
Remote Similarity	0.6866	NPC66191
Remote Similarity	0.6866	NPC316297
Remote Similarity	0.6864	NPC174760
Remote Similarity	0.6864	NPC118154
Remote Similarity	0.6864	NPC157983
Remote Similarity	0.6864	NPC10653
Remote Similarity	0.6864	NPC472099
Remote Similarity	0.6864	NPC318525
Remote Similarity	0.6863	NPC166979
Remote Similarity	0.6862	NPC228012
Remote Similarity	0.6859	NPC133817
Remote Similarity	0.6859	NPC477691
Remote Similarity	0.6859	NPC476443
Remote Similarity	0.6859	NPC472799
Remote Similarity	0.6857	NPC471489
Remote Similarity	0.6857	NPC232600
Remote Similarity	0.6856	NPC151171
Remote Similarity	0.6856	NPC314861
Remote Similarity	0.6852	NPC472098

Drug Structure

NPD6874 OpenBabel08211710072D 35 37 0 0 1 0 0 0 0 0999 V2000 -1.7321 1.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 3.4641 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 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 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 N 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 -0.0000 -2.0000 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 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 33 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 21 2 0 0 0 0 11 24 2 0 0 0 0 12 13 2 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 29 1 0 0 0 0 15 29 1 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 26 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 25 2 0 0 0 0 22 27 1 0 0 0 0 23 16 1 6 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 33 1 0 0 0 0 26 28 2 3 0 0 0 26 30 1 0 0 0 0 27 31 2 0 0 0 0 27 32 1 0 0 0 0 30 34 1 0 0 0 0 32 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000133
DrugBank	DB00912
ChEMBL	CHEMBL1272
IUPHAR/BPS	6841
PharmaGKB	PA451234
KEGG Drug	D00594
PubChem CID	65981
ChEBI	8805
CAS Number	135062-02-1

Drug Properties

Molecular Weight	452.27
ALogP	-0.2496
MLogP	3.77
XLogP	7.124
HDA	5
HBD	2
Rotatable Bonds	15
TPSA	82.36
RO5 Violation	1