NPASS drugs

Drug Information

Drug ID:	NPD1670
Drug Name:	CI-933
Molecular Formula:	C15H17NO5
Canonical SMILES:	COc1ccc(cc1)C(=O)N1C(CCC(=O)O)CCC1=O
Standard InCHI:	InChI=1S/C15H17NO5/c1-21-12-6-2-10(3-7-12)15(20)16-11(4-8-13(16)17)5-9-14(18)19/h2-3,6-7,11H,4-5,8-9H2,1H3,(H,18,19)
Standard InCHIKey:	RETXVYVFAUXRHY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1670

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	143
0.1-0.2	909
0.2-0.3	3870
0.3-0.4	8280
0.4-0.5	3536
0.5-0.6	10838
0.6-0.7	3177
0.7-0.8	134
0.8-0.85	3
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	0.8276	NPC266425
Intermediate Similarity	0.8089	NPC470708
Intermediate Similarity	0.8	NPC214239
Intermediate Similarity	0.7933	NPC238412
Intermediate Similarity	0.7848	NPC119669
Intermediate Similarity	0.784	NPC135006
Intermediate Similarity	0.7722	NPC469539
Intermediate Similarity	0.7722	NPC469540
Intermediate Similarity	0.7661	NPC99723
Intermediate Similarity	0.7619	NPC218323
Intermediate Similarity	0.759	NPC35345
Intermediate Similarity	0.7572	NPC235194
Intermediate Similarity	0.7566	NPC196708
Intermediate Similarity	0.75	NPC270301
Intermediate Similarity	0.7434	NPC132308
Intermediate Similarity	0.7431	NPC61779
Intermediate Similarity	0.7403	NPC106606
Intermediate Similarity	0.7391	NPC470088
Intermediate Similarity	0.7389	NPC138438
Intermediate Similarity	0.7389	NPC908
Intermediate Similarity	0.7383	NPC305717
Intermediate Similarity	0.7368	NPC470392
Intermediate Similarity	0.7368	NPC303581
Intermediate Similarity	0.7368	NPC67978
Intermediate Similarity	0.7365	NPC153631
Intermediate Similarity	0.7355	NPC471316
Intermediate Similarity	0.7353	NPC86469
Intermediate Similarity	0.7315	NPC124776
Intermediate Similarity	0.7305	NPC26353
Intermediate Similarity	0.7283	NPC308267
Intermediate Similarity	0.7279	NPC26285
Intermediate Similarity	0.7273	NPC220540
Intermediate Similarity	0.7273	NPC473360
Intermediate Similarity	0.7267	NPC324081
Intermediate Similarity	0.7253	NPC24228
Intermediate Similarity	0.725	NPC469978
Intermediate Similarity	0.725	NPC17760
Intermediate Similarity	0.7248	NPC221798
Intermediate Similarity	0.7247	NPC169387
Intermediate Similarity	0.7247	NPC477259
Intermediate Similarity	0.7247	NPC162694
Intermediate Similarity	0.7241	NPC222524
Intermediate Similarity	0.7241	NPC35680
Intermediate Similarity	0.7237	NPC120251
Intermediate Similarity	0.7232	NPC116007
Intermediate Similarity	0.723	NPC69403
Intermediate Similarity	0.723	NPC291189
Intermediate Similarity	0.7222	NPC226708
Intermediate Similarity	0.7204	NPC207971
Intermediate Similarity	0.7202	NPC472923
Intermediate Similarity	0.7198	NPC477258
Intermediate Similarity	0.7188	NPC125852
Intermediate Similarity	0.7184	NPC475421
Intermediate Similarity	0.7182	NPC94499
Intermediate Similarity	0.7179	NPC307682
Intermediate Similarity	0.7171	NPC2596
Intermediate Similarity	0.7169	NPC169742
Intermediate Similarity	0.716	NPC223873
Intermediate Similarity	0.716	NPC469479
Intermediate Similarity	0.7153	NPC160179
Intermediate Similarity	0.7152	NPC251439
Intermediate Similarity	0.7152	NPC475236
Intermediate Similarity	0.7143	NPC125153
Intermediate Similarity	0.7134	NPC194359
Intermediate Similarity	0.7134	NPC28641
Intermediate Similarity	0.7119	NPC473562
Intermediate Similarity	0.7115	NPC109580
Intermediate Similarity	0.7113	NPC23332
Intermediate Similarity	0.7108	NPC471649
Intermediate Similarity	0.7107	NPC204546
Intermediate Similarity	0.7105	NPC121104
Intermediate Similarity	0.7104	NPC33256
Intermediate Similarity	0.7103	NPC131192
Intermediate Similarity	0.7102	NPC121400
Intermediate Similarity	0.7102	NPC327005
Intermediate Similarity	0.7097	NPC169766
Intermediate Similarity	0.7092	NPC234639
Intermediate Similarity	0.7089	NPC160747
Intermediate Similarity	0.7089	NPC231572
Intermediate Similarity	0.7079	NPC102760
Intermediate Similarity	0.7076	NPC469505
Intermediate Similarity	0.7076	NPC66490
Intermediate Similarity	0.7074	NPC163829
Intermediate Similarity	0.7074	NPC268077
Intermediate Similarity	0.707	NPC137172
Intermediate Similarity	0.707	NPC313694
Intermediate Similarity	0.707	NPC242159
Intermediate Similarity	0.707	NPC145446
Intermediate Similarity	0.7062	NPC470903
Intermediate Similarity	0.7062	NPC167763
Intermediate Similarity	0.7062	NPC27887
Intermediate Similarity	0.7062	NPC470112
Intermediate Similarity	0.7055	NPC240664
Intermediate Similarity	0.7051	NPC94280
Intermediate Similarity	0.7051	NPC328419
Intermediate Similarity	0.7051	NPC167096
Intermediate Similarity	0.7051	NPC159150
Intermediate Similarity	0.7051	NPC193673
Intermediate Similarity	0.7051	NPC45783
Intermediate Similarity	0.7051	NPC103947
Intermediate Similarity	0.7049	NPC469816
Intermediate Similarity	0.7049	NPC469815
Intermediate Similarity	0.7047	NPC268348
Intermediate Similarity	0.7042	NPC183648
Intermediate Similarity	0.7039	NPC83511
Intermediate Similarity	0.7037	NPC9373
Intermediate Similarity	0.7032	NPC217574
Intermediate Similarity	0.7029	NPC329992
Intermediate Similarity	0.7027	NPC71124
Intermediate Similarity	0.7025	NPC470707
Intermediate Similarity	0.7025	NPC95366
Intermediate Similarity	0.7025	NPC248505
Intermediate Similarity	0.7025	NPC216149
Intermediate Similarity	0.7025	NPC252107
Intermediate Similarity	0.7025	NPC225745
Intermediate Similarity	0.7025	NPC208170
Intermediate Similarity	0.702	NPC171372
Intermediate Similarity	0.7018	NPC473502
Intermediate Similarity	0.7017	NPC166979
Intermediate Similarity	0.7013	NPC170546
Intermediate Similarity	0.7013	NPC66246
Intermediate Similarity	0.7007	NPC94298
Intermediate Similarity	0.7007	NPC27633
Intermediate Similarity	0.7006	NPC255817
Intermediate Similarity	0.7006	NPC136330
Intermediate Similarity	0.7006	NPC251454
Intermediate Similarity	0.7006	NPC197335
Intermediate Similarity	0.7006	NPC205178
Intermediate Similarity	0.7006	NPC230698
Intermediate Similarity	0.7006	NPC180647
Intermediate Similarity	0.7006	NPC96406
Intermediate Similarity	0.7006	NPC329816
Intermediate Similarity	0.7006	NPC73883
Intermediate Similarity	0.7006	NPC196609
Intermediate Similarity	0.7006	NPC277042
Intermediate Similarity	0.7	NPC4910
Intermediate Similarity	0.7	NPC329731
Remote Similarity	0.6995	NPC254957
Remote Similarity	0.6993	NPC57879
Remote Similarity	0.6986	NPC470860
Remote Similarity	0.6983	NPC299806
Remote Similarity	0.6983	NPC315542
Remote Similarity	0.6977	NPC471651
Remote Similarity	0.6977	NPC231198
Remote Similarity	0.6975	NPC16188
Remote Similarity	0.6968	NPC285776
Remote Similarity	0.6968	NPC282230
Remote Similarity	0.6968	NPC307732
Remote Similarity	0.6968	NPC42292
Remote Similarity	0.6968	NPC257390
Remote Similarity	0.6968	NPC183348
Remote Similarity	0.6966	NPC314659
Remote Similarity	0.6964	NPC319320
Remote Similarity	0.6964	NPC287757
Remote Similarity	0.6962	NPC99078
Remote Similarity	0.6962	NPC281104
Remote Similarity	0.6961	NPC471650
Remote Similarity	0.6959	NPC254700
Remote Similarity	0.6959	NPC299582
Remote Similarity	0.6954	NPC73280
Remote Similarity	0.6948	NPC283079
Remote Similarity	0.694	NPC204970
Remote Similarity	0.6939	NPC469954
Remote Similarity	0.6936	NPC206941
Remote Similarity	0.6936	NPC196091
Remote Similarity	0.6933	NPC471647
Remote Similarity	0.6933	NPC142577
Remote Similarity	0.6933	NPC471646
Remote Similarity	0.6923	NPC318862
Remote Similarity	0.6923	NPC174629
Remote Similarity	0.6923	NPC15083
Remote Similarity	0.6923	NPC141440
Remote Similarity	0.6923	NPC283207
Remote Similarity	0.6923	NPC470976
Remote Similarity	0.6923	NPC208890
Remote Similarity	0.6923	NPC470977
Remote Similarity	0.6923	NPC196979
Remote Similarity	0.6919	NPC476569
Remote Similarity	0.6919	NPC125924
Remote Similarity	0.6919	NPC59567
Remote Similarity	0.6918	NPC220923
Remote Similarity	0.6914	NPC297322
Remote Similarity	0.691	NPC309692
Remote Similarity	0.6909	NPC153644
Remote Similarity	0.6906	NPC18306
Remote Similarity	0.6901	NPC158900
Remote Similarity	0.6899	NPC11147
Remote Similarity	0.6898	NPC5374
Remote Similarity	0.6898	NPC207239
Remote Similarity	0.6897	NPC109241
Remote Similarity	0.6894	NPC66518
Remote Similarity	0.6893	NPC20395
Remote Similarity	0.6892	NPC293424
Remote Similarity	0.6889	NPC473007
Remote Similarity	0.6887	NPC67300
Remote Similarity	0.6883	NPC293387
Remote Similarity	0.6883	NPC172403
Remote Similarity	0.6879	NPC111888
Remote Similarity	0.6879	NPC186617
Remote Similarity	0.6879	NPC1065

Drug Structure

NPD1670 OpenBabel08211701082D 22 23 0 0 1 0 0 0 0 0999 V2000 4.3301 2.5000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 1.6637 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 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4307 2.6418 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 -0.1045 0.9945 0.0000 C 0 0 3 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 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1738 3.3109 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 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1215 -1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1249 3.0019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9659 4.2891 0.0000 O 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 4.9582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 6 1 0 0 0 0 2 10 2 0 0 0 0 3 7 2 0 0 0 0 3 10 1 0 0 0 0 4 8 1 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 17 2 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 20 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004483
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	291.11
ALogP	-1.6067
MLogP	2.45
XLogP	1.304
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	83.91
RO5 Violation	0