NPASS drugs

Drug Information

Drug ID:	NPD2598
Drug Name:
Molecular Formula:	C17H23ClO4
Canonical SMILES:	CCOC(=O)C1(CCCCCCOc2ccc(cc2)Cl)OC1
Standard InCHI:	InChI=1S/C17H23ClO4/c1-2-20-16(19)17(13-22-17)11-5-3-4-6-12-21-15-9-7-14(18)8-10-15/h7-10H,2-6,11-13H2,1H3
Standard InCHIKey:	DZLOHEOHWICNIL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2598

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	227
0.1-0.2	1155
0.2-0.3	3254
0.3-0.4	8478
0.4-0.5	5556
0.5-0.6	7992
0.6-0.7	4172
0.7-0.8	56
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	0.7899	NPC66643
Intermediate Similarity	0.7769	NPC161768
Intermediate Similarity	0.7643	NPC273984
Intermediate Similarity	0.7518	NPC170749
Intermediate Similarity	0.7444	NPC204617
Intermediate Similarity	0.7444	NPC293424
Intermediate Similarity	0.7338	NPC329272
Intermediate Similarity	0.7329	NPC86087
Intermediate Similarity	0.7324	NPC11173
Intermediate Similarity	0.7299	NPC90577
Intermediate Similarity	0.7299	NPC151237
Intermediate Similarity	0.7287	NPC259554
Intermediate Similarity	0.7267	NPC76657
Intermediate Similarity	0.7248	NPC183646
Intermediate Similarity	0.7248	NPC119640
Intermediate Similarity	0.7244	NPC473855
Intermediate Similarity	0.7218	NPC51345
Intermediate Similarity	0.7206	NPC230951
Intermediate Similarity	0.72	NPC476457
Intermediate Similarity	0.7188	NPC1065
Intermediate Similarity	0.7185	NPC152159
Intermediate Similarity	0.7181	NPC182475
Intermediate Similarity	0.7162	NPC282973
Intermediate Similarity	0.7161	NPC470380
Intermediate Similarity	0.7122	NPC320287
Intermediate Similarity	0.712	NPC132725
Intermediate Similarity	0.7111	NPC217423
Intermediate Similarity	0.7109	NPC17537
Intermediate Similarity	0.7086	NPC304956
Intermediate Similarity	0.708	NPC474874
Intermediate Similarity	0.7075	NPC71638
Intermediate Similarity	0.7075	NPC64230
Intermediate Similarity	0.7059	NPC159916
Intermediate Similarity	0.7051	NPC282294
Intermediate Similarity	0.705	NPC27198
Intermediate Similarity	0.7045	NPC233238
Intermediate Similarity	0.7042	NPC223807
Intermediate Similarity	0.7039	NPC53884
Intermediate Similarity	0.7039	NPC258671
Intermediate Similarity	0.7031	NPC283546
Intermediate Similarity	0.7027	NPC471068
Intermediate Similarity	0.7027	NPC471069
Intermediate Similarity	0.7023	NPC234639
Intermediate Similarity	0.7021	NPC280767
Intermediate Similarity	0.702	NPC110305
Intermediate Similarity	0.7014	NPC282230
Intermediate Similarity	0.7014	NPC183348
Intermediate Similarity	0.7007	NPC98748
Intermediate Similarity	0.7007	NPC264976
Intermediate Similarity	0.7007	NPC234956
Intermediate Similarity	0.7	NPC151530
Intermediate Similarity	0.7	NPC157473
Intermediate Similarity	0.7	NPC473942
Intermediate Similarity	0.7	NPC14141
Intermediate Similarity	0.7	NPC244876
Intermediate Similarity	0.7	NPC21238
Remote Similarity	0.6981	NPC313922
Remote Similarity	0.698	NPC471071
Remote Similarity	0.698	NPC471072
Remote Similarity	0.698	NPC471070
Remote Similarity	0.6972	NPC474476
Remote Similarity	0.697	NPC231251
Remote Similarity	0.697	NPC88868
Remote Similarity	0.697	NPC25067
Remote Similarity	0.6966	NPC470976
Remote Similarity	0.6966	NPC108553
Remote Similarity	0.6966	NPC15083
Remote Similarity	0.6966	NPC470977
Remote Similarity	0.6966	NPC196979
Remote Similarity	0.6963	NPC188907
Remote Similarity	0.6957	NPC193193
Remote Similarity	0.6957	NPC31314
Remote Similarity	0.6957	NPC473290
Remote Similarity	0.6957	NPC471504
Remote Similarity	0.6953	NPC298224
Remote Similarity	0.695	NPC470163
Remote Similarity	0.695	NPC470162
Remote Similarity	0.695	NPC89630
Remote Similarity	0.6948	NPC221383
Remote Similarity	0.6948	NPC143892
Remote Similarity	0.6948	NPC283081
Remote Similarity	0.6948	NPC299090
Remote Similarity	0.6947	NPC291837
Remote Similarity	0.6944	NPC170546
Remote Similarity	0.6944	NPC66246
Remote Similarity	0.6944	NPC241354
Remote Similarity	0.694	NPC109241
Remote Similarity	0.6939	NPC34456
Remote Similarity	0.6939	NPC477210
Remote Similarity	0.6939	NPC471029
Remote Similarity	0.6934	NPC205502
Remote Similarity	0.6929	NPC469927
Remote Similarity	0.6929	NPC475692
Remote Similarity	0.6929	NPC474283
Remote Similarity	0.6929	NPC311219
Remote Similarity	0.6928	NPC195920
Remote Similarity	0.6928	NPC37488
Remote Similarity	0.6923	NPC176971
Remote Similarity	0.6923	NPC264428
Remote Similarity	0.6918	NPC280476
Remote Similarity	0.6918	NPC119985
Remote Similarity	0.6906	NPC322569
Remote Similarity	0.6899	NPC38209
Remote Similarity	0.689	NPC234053
Remote Similarity	0.6883	NPC475864
Remote Similarity	0.6879	NPC236981
Remote Similarity	0.6879	NPC475691
Remote Similarity	0.6875	NPC307425
Remote Similarity	0.6875	NPC472623
Remote Similarity	0.6867	NPC476025
Remote Similarity	0.6867	NPC475028
Remote Similarity	0.6866	NPC48525
Remote Similarity	0.6861	NPC45104
Remote Similarity	0.6861	NPC471503
Remote Similarity	0.6861	NPC471498
Remote Similarity	0.6857	NPC14287
Remote Similarity	0.6846	NPC238115
Remote Similarity	0.6846	NPC473393
Remote Similarity	0.6846	NPC128730
Remote Similarity	0.6842	NPC31751
Remote Similarity	0.6842	NPC253481
Remote Similarity	0.6842	NPC253722
Remote Similarity	0.6839	NPC474317
Remote Similarity	0.6835	NPC295650
Remote Similarity	0.6831	NPC221798
Remote Similarity	0.6828	NPC473247
Remote Similarity	0.6828	NPC238309
Remote Similarity	0.6828	NPC473019
Remote Similarity	0.6821	NPC147379
Remote Similarity	0.6818	NPC10302
Remote Similarity	0.6818	NPC105381
Remote Similarity	0.6815	NPC303522
Remote Similarity	0.6815	NPC477941
Remote Similarity	0.6806	NPC37512
Remote Similarity	0.6806	NPC293641
Remote Similarity	0.6806	NPC20287
Remote Similarity	0.6806	NPC293387
Remote Similarity	0.6806	NPC12022
Remote Similarity	0.6806	NPC20404
Remote Similarity	0.6803	NPC269421
Remote Similarity	0.6803	NPC470160
Remote Similarity	0.6803	NPC470859
Remote Similarity	0.68	NPC477534
Remote Similarity	0.6797	NPC107101
Remote Similarity	0.6795	NPC474255
Remote Similarity	0.6795	NPC474220
Remote Similarity	0.6795	NPC129650
Remote Similarity	0.6795	NPC473428
Remote Similarity	0.6795	NPC471618
Remote Similarity	0.6794	NPC326447
Remote Similarity	0.6788	NPC470860
Remote Similarity	0.6788	NPC33717
Remote Similarity	0.6786	NPC267064
Remote Similarity	0.6783	NPC4164
Remote Similarity	0.6783	NPC88403
Remote Similarity	0.6781	NPC30390
Remote Similarity	0.6781	NPC2989
Remote Similarity	0.6781	NPC146615
Remote Similarity	0.6779	NPC470990
Remote Similarity	0.6779	NPC476018
Remote Similarity	0.6779	NPC211386
Remote Similarity	0.6779	NPC475011
Remote Similarity	0.6779	NPC469675
Remote Similarity	0.6779	NPC475029
Remote Similarity	0.6776	NPC477537
Remote Similarity	0.6776	NPC475044
Remote Similarity	0.6776	NPC477535
Remote Similarity	0.6776	NPC248795
Remote Similarity	0.6776	NPC475063
Remote Similarity	0.6774	NPC171656
Remote Similarity	0.6774	NPC294365
Remote Similarity	0.6772	NPC300329
Remote Similarity	0.6767	NPC149545
Remote Similarity	0.6763	NPC43435
Remote Similarity	0.6761	NPC470887
Remote Similarity	0.6761	NPC279379
Remote Similarity	0.6759	NPC217431
Remote Similarity	0.6759	NPC226661
Remote Similarity	0.6759	NPC278308
Remote Similarity	0.6759	NPC201419
Remote Similarity	0.6757	NPC475468
Remote Similarity	0.6757	NPC2363
Remote Similarity	0.6757	NPC477536
Remote Similarity	0.6757	NPC205915
Remote Similarity	0.6757	NPC7526
Remote Similarity	0.6757	NPC222036
Remote Similarity	0.6755	NPC475005
Remote Similarity	0.6755	NPC253616
Remote Similarity	0.6755	NPC474943
Remote Similarity	0.6755	NPC107571
Remote Similarity	0.6755	NPC284409
Remote Similarity	0.6752	NPC475904
Remote Similarity	0.6752	NPC474270
Remote Similarity	0.6752	NPC211811
Remote Similarity	0.6741	NPC280760
Remote Similarity	0.6738	NPC314329
Remote Similarity	0.6738	NPC194416
Remote Similarity	0.6738	NPC177291
Remote Similarity	0.6735	NPC474143
Remote Similarity	0.6735	NPC474246

Drug Structure

NPD2598 OpenBabel08211702172D 22 23 0 0 1 0 0 0 0 0999 V2000 -0.0000 -2.0000 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 -0.8660 1.5000 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 -1.7321 1.0000 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 4.3301 -0.5000 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 -0.0000 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 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 5.1962 -0.0000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 20 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000630
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123823
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.13
ALogP	-0.4604
MLogP	2.78
XLogP	3.965
HDA	3
HBD	0
Rotatable Bonds	13
TPSA	48.06
RO5 Violation	1