NPASS drugs

Drug Information

Drug ID:	NPD3642
Drug Name:	Nateglinide
Molecular Formula:	C19H27NO3
Canonical SMILES:	CC([C@@H]1CC[C@H](CC1)C(=N[C@@H](C(=O)O)Cc1ccccc1)O)C
Standard InCHI:	InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15-,16-,17-/m1/s1
Standard InCHIKey:	OELFLUMRDSZNSF-BRWVUGGUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3642

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	77
0.1-0.2	537
0.2-0.3	1395
0.3-0.4	5530
0.4-0.5	17163
0.5-0.6	5216
0.6-0.7	793
0.7-0.8	147
0.8-0.85	27
0.85-0.9	4
0.9-0.95	1
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
High Similarity	0.902	NPC12730
High Similarity	0.8889	NPC319579
High Similarity	0.8727	NPC474584
High Similarity	0.8692	NPC327481
High Similarity	0.8585	NPC164859
Intermediate Similarity	0.8435	NPC310467
Intermediate Similarity	0.839	NPC35996
Intermediate Similarity	0.8348	NPC169328
Intermediate Similarity	0.8304	NPC329011
Intermediate Similarity	0.8291	NPC80150
Intermediate Similarity	0.8174	NPC197470
Intermediate Similarity	0.8145	NPC246913
Intermediate Similarity	0.8136	NPC478015
Intermediate Similarity	0.8136	NPC478014
Intermediate Similarity	0.8136	NPC190663
Intermediate Similarity	0.8136	NPC478016
Intermediate Similarity	0.812	NPC314992
Intermediate Similarity	0.8113	NPC324569
Intermediate Similarity	0.8113	NPC293628
Intermediate Similarity	0.8113	NPC122493
Intermediate Similarity	0.8113	NPC10781
Intermediate Similarity	0.8099	NPC47667
Intermediate Similarity	0.8095	NPC161972
Intermediate Similarity	0.8095	NPC303045
Intermediate Similarity	0.8073	NPC471317
Intermediate Similarity	0.8039	NPC325441
Intermediate Similarity	0.8037	NPC322598
Intermediate Similarity	0.8033	NPC477937
Intermediate Similarity	0.8019	NPC25565
Intermediate Similarity	0.8018	NPC274089
Intermediate Similarity	0.8018	NPC191215
Intermediate Similarity	0.8	NPC160493
Intermediate Similarity	0.7966	NPC237420
Intermediate Similarity	0.7951	NPC4974
Intermediate Similarity	0.7949	NPC2265
Intermediate Similarity	0.7944	NPC473501
Intermediate Similarity	0.7944	NPC475439
Intermediate Similarity	0.7944	NPC311242
Intermediate Similarity	0.7931	NPC33742
Intermediate Similarity	0.7928	NPC67043
Intermediate Similarity	0.7885	NPC258627
Intermediate Similarity	0.7881	NPC470545
Intermediate Similarity	0.7863	NPC188010
Intermediate Similarity	0.7845	NPC35850
Intermediate Similarity	0.7845	NPC276949
Intermediate Similarity	0.7833	NPC45777
Intermediate Similarity	0.7833	NPC477061
Intermediate Similarity	0.7815	NPC470546
Intermediate Similarity	0.781	NPC226438
Intermediate Similarity	0.7797	NPC470544
Intermediate Similarity	0.7736	NPC323164
Intermediate Similarity	0.7698	NPC478147
Intermediate Similarity	0.7656	NPC244866
Intermediate Similarity	0.7623	NPC71684
Intermediate Similarity	0.7619	NPC296712
Intermediate Similarity	0.7619	NPC470877
Intermediate Similarity	0.7603	NPC319950
Intermediate Similarity	0.7589	NPC202613
Intermediate Similarity	0.7568	NPC136810
Intermediate Similarity	0.7568	NPC225079
Intermediate Similarity	0.7568	NPC128248
Intermediate Similarity	0.7568	NPC133809
Intermediate Similarity	0.7559	NPC325651
Intermediate Similarity	0.7549	NPC44830
Intermediate Similarity	0.7547	NPC471307
Intermediate Similarity	0.7547	NPC74936
Intermediate Similarity	0.7547	NPC70940
Intermediate Similarity	0.7547	NPC316108
Intermediate Similarity	0.7547	NPC209764
Intermediate Similarity	0.7547	NPC172128
Intermediate Similarity	0.7547	NPC159178
Intermediate Similarity	0.7547	NPC78041
Intermediate Similarity	0.7547	NPC141139
Intermediate Similarity	0.7547	NPC121872
Intermediate Similarity	0.7547	NPC86670
Intermediate Similarity	0.7547	NPC274455
Intermediate Similarity	0.754	NPC199738
Intermediate Similarity	0.754	NPC210950
Intermediate Similarity	0.7522	NPC194390
Intermediate Similarity	0.7522	NPC113326
Intermediate Similarity	0.7522	NPC88267
Intermediate Similarity	0.7522	NPC224610
Intermediate Similarity	0.752	NPC101719
Intermediate Similarity	0.75	NPC183722
Intermediate Similarity	0.748	NPC116057
Intermediate Similarity	0.748	NPC473322
Intermediate Similarity	0.7458	NPC273814
Intermediate Similarity	0.7456	NPC476198
Intermediate Similarity	0.7442	NPC326966
Intermediate Similarity	0.744	NPC222466
Intermediate Similarity	0.7431	NPC58674
Intermediate Similarity	0.7429	NPC322387
Intermediate Similarity	0.7424	NPC132636
Intermediate Similarity	0.7411	NPC264728
Intermediate Similarity	0.7398	NPC200964
Intermediate Similarity	0.7388	NPC161069
Intermediate Similarity	0.7364	NPC255447
Intermediate Similarity	0.7355	NPC315276
Intermediate Similarity	0.7355	NPC285926
Intermediate Similarity	0.7355	NPC14672
Intermediate Similarity	0.7345	NPC318154
Intermediate Similarity	0.7344	NPC472413
Intermediate Similarity	0.7344	NPC111428
Intermediate Similarity	0.7339	NPC471309
Intermediate Similarity	0.7338	NPC470274
Intermediate Similarity	0.7333	NPC471318
Intermediate Similarity	0.7308	NPC45191
Intermediate Similarity	0.7304	NPC211551
Intermediate Similarity	0.7302	NPC473938
Intermediate Similarity	0.7297	NPC226041
Intermediate Similarity	0.7295	NPC254088
Intermediate Similarity	0.728	NPC84281
Intermediate Similarity	0.728	NPC474862
Intermediate Similarity	0.728	NPC142577
Intermediate Similarity	0.728	NPC169485
Intermediate Similarity	0.728	NPC317474
Intermediate Similarity	0.728	NPC27581
Intermediate Similarity	0.728	NPC213126
Intermediate Similarity	0.728	NPC291027
Intermediate Similarity	0.7273	NPC314835
Intermediate Similarity	0.7266	NPC476353
Intermediate Similarity	0.7264	NPC471638
Intermediate Similarity	0.7255	NPC127343
Intermediate Similarity	0.7241	NPC94751
Intermediate Similarity	0.7241	NPC142326
Intermediate Similarity	0.7232	NPC120393
Intermediate Similarity	0.7222	NPC6975
Intermediate Similarity	0.7222	NPC472415
Intermediate Similarity	0.7218	NPC6913
Intermediate Similarity	0.7207	NPC3371
Intermediate Similarity	0.7207	NPC469893
Intermediate Similarity	0.7196	NPC12429
Intermediate Similarity	0.7196	NPC329064
Intermediate Similarity	0.7185	NPC263493
Intermediate Similarity	0.7185	NPC269398
Intermediate Similarity	0.7174	NPC138775
Intermediate Similarity	0.7168	NPC221825
Intermediate Similarity	0.7156	NPC245259
Intermediate Similarity	0.7156	NPC86987
Intermediate Similarity	0.7154	NPC200589
Intermediate Similarity	0.7153	NPC209509
Intermediate Similarity	0.7143	NPC313981
Intermediate Similarity	0.7143	NPC477767
Intermediate Similarity	0.7143	NPC469892
Intermediate Similarity	0.7143	NPC469891
Intermediate Similarity	0.7143	NPC469890
Intermediate Similarity	0.7132	NPC139326
Intermediate Similarity	0.713	NPC329556
Intermediate Similarity	0.7121	NPC470392
Intermediate Similarity	0.712	NPC476183
Intermediate Similarity	0.7117	NPC172925
Intermediate Similarity	0.7109	NPC472414
Intermediate Similarity	0.7105	NPC469457
Intermediate Similarity	0.7101	NPC314114
Intermediate Similarity	0.7094	NPC85560
Intermediate Similarity	0.7094	NPC244933
Intermediate Similarity	0.7094	NPC45033
Intermediate Similarity	0.709	NPC208725
Intermediate Similarity	0.709	NPC127741
Intermediate Similarity	0.708	NPC476978
Intermediate Similarity	0.708	NPC271475
Intermediate Similarity	0.7073	NPC239357
Intermediate Similarity	0.7069	NPC329282
Intermediate Similarity	0.7068	NPC64897
Intermediate Similarity	0.7068	NPC90693
Intermediate Similarity	0.7063	NPC476184
Intermediate Similarity	0.7063	NPC202521
Intermediate Similarity	0.7063	NPC476281
Intermediate Similarity	0.7059	NPC158854
Intermediate Similarity	0.7059	NPC239770
Intermediate Similarity	0.7048	NPC285773
Intermediate Similarity	0.7045	NPC42423
Intermediate Similarity	0.7031	NPC317758
Intermediate Similarity	0.7029	NPC5620
Intermediate Similarity	0.7023	NPC69496
Intermediate Similarity	0.7009	NPC203076
Intermediate Similarity	0.7	NPC475002
Intermediate Similarity	0.7	NPC95126
Intermediate Similarity	0.7	NPC105717
Remote Similarity	0.6992	NPC235421
Remote Similarity	0.6991	NPC33168
Remote Similarity	0.6985	NPC239762
Remote Similarity	0.6985	NPC163392
Remote Similarity	0.6985	NPC153007
Remote Similarity	0.6984	NPC476990
Remote Similarity	0.6977	NPC474926
Remote Similarity	0.6963	NPC6570
Remote Similarity	0.6963	NPC471265
Remote Similarity	0.6963	NPC471264
Remote Similarity	0.6963	NPC68865
Remote Similarity	0.696	NPC220698
Remote Similarity	0.6953	NPC175726
Remote Similarity	0.6953	NPC474082
Remote Similarity	0.6953	NPC476278
Remote Similarity	0.6947	NPC71271
Remote Similarity	0.6935	NPC188867
Remote Similarity	0.6935	NPC106551
Remote Similarity	0.6935	NPC281686
Remote Similarity	0.6923	NPC122590
Remote Similarity	0.6923	NPC472761

Drug Structure

NPD3642 OpenBabel08211703112D 25 26 0 0 1 0 0 0 0 0999 V2000 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 1.7321 0.0000 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 0.8660 0.5000 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 -2.5981 1.5000 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 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 2 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 -0.0000 0.0000 C 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 15 13 1 1 0 0 0 16 18 1 6 0 0 0 17 12 1 1 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 20 2 3 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 21 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS	6833
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	317.20
ALogP	0.7284
MLogP	3.11
XLogP	6.561
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	69.89
RO5 Violation	1