NPASS drugs

Drug Information

Drug ID:	NPD1940
Drug Name:
Molecular Formula:	C16H15ClO6
Canonical SMILES:	COc1c(OC)c(OC(=O)C)c2c(c1OC(=O)C)ccc(c2)Cl
Standard InCHI:	InChI=1S/C16H15ClO6/c1-8(18)22-13-11-6-5-10(17)7-12(11)14(23-9(2)19)16(21-4)15(13)20-3/h5-7H,1-4H3
Standard InCHIKey:	IFWMVQUGSGWCRP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1940

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	337
0.1-0.2	1573
0.2-0.3	4065
0.3-0.4	9416
0.4-0.5	2952
0.5-0.6	4456
0.6-0.7	6489
0.7-0.8	1567
0.8-0.85	35
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	0.8472	NPC474600
Intermediate Similarity	0.8414	NPC234865
Intermediate Similarity	0.8356	NPC286843
Intermediate Similarity	0.8322	NPC476399
Intermediate Similarity	0.831	NPC474651
Intermediate Similarity	0.831	NPC474623
Intermediate Similarity	0.8239	NPC474670
Intermediate Similarity	0.8207	NPC319969
Intermediate Similarity	0.8194	NPC244799
Intermediate Similarity	0.8194	NPC240722
Intermediate Similarity	0.8182	NPC210674
Intermediate Similarity	0.8163	NPC224941
Intermediate Similarity	0.8163	NPC311430
Intermediate Similarity	0.8151	NPC233018
Intermediate Similarity	0.8151	NPC36437
Intermediate Similarity	0.8151	NPC241341
Intermediate Similarity	0.8125	NPC27239
Intermediate Similarity	0.8125	NPC123127
Intermediate Similarity	0.8112	NPC474821
Intermediate Similarity	0.8082	NPC137669
Intermediate Similarity	0.8069	NPC307042
Intermediate Similarity	0.8069	NPC79184
Intermediate Similarity	0.8056	NPC474616
Intermediate Similarity	0.8054	NPC865
Intermediate Similarity	0.8052	NPC178129
Intermediate Similarity	0.8042	NPC474632
Intermediate Similarity	0.8039	NPC125617
Intermediate Similarity	0.8036	NPC471802
Intermediate Similarity	0.8027	NPC472522
Intermediate Similarity	0.8026	NPC110067
Intermediate Similarity	0.8026	NPC34245
Intermediate Similarity	0.8026	NPC6568
Intermediate Similarity	0.8026	NPC91492
Intermediate Similarity	0.8026	NPC256555
Intermediate Similarity	0.8026	NPC7439
Intermediate Similarity	0.7986	NPC194841
Intermediate Similarity	0.7973	NPC309953
Intermediate Similarity	0.7945	NPC474617
Intermediate Similarity	0.7945	NPC19242
Intermediate Similarity	0.7935	NPC275125
Intermediate Similarity	0.7935	NPC183083
Intermediate Similarity	0.7935	NPC170239
Intermediate Similarity	0.7935	NPC97937
Intermediate Similarity	0.7935	NPC137352
Intermediate Similarity	0.7933	NPC474540
Intermediate Similarity	0.7933	NPC105493
Intermediate Similarity	0.7933	NPC474521
Intermediate Similarity	0.7933	NPC474530
Intermediate Similarity	0.7931	NPC474636
Intermediate Similarity	0.7919	NPC73071
Intermediate Similarity	0.7885	NPC477879
Intermediate Similarity	0.7881	NPC270256
Intermediate Similarity	0.7881	NPC43500
Intermediate Similarity	0.7881	NPC164148
Intermediate Similarity	0.7872	NPC472596
Intermediate Similarity	0.7871	NPC475872
Intermediate Similarity	0.787	NPC108278
Intermediate Similarity	0.7867	NPC167517
Intermediate Similarity	0.7852	NPC474478
Intermediate Similarity	0.7852	NPC309744
Intermediate Similarity	0.7834	NPC113790
Intermediate Similarity	0.7832	NPC279379
Intermediate Similarity	0.7821	NPC15577
Intermediate Similarity	0.7815	NPC52086
Intermediate Similarity	0.7815	NPC76336
Intermediate Similarity	0.7815	NPC20511
Intermediate Similarity	0.7815	NPC139548
Intermediate Similarity	0.7815	NPC95162
Intermediate Similarity	0.7815	NPC148835
Intermediate Similarity	0.7815	NPC20796
Intermediate Similarity	0.7808	NPC207702
Intermediate Similarity	0.7808	NPC283114
Intermediate Similarity	0.7808	NPC31707
Intermediate Similarity	0.7808	NPC149008
Intermediate Similarity	0.78	NPC240915
Intermediate Similarity	0.7793	NPC101894
Intermediate Similarity	0.7792	NPC258083
Intermediate Similarity	0.7792	NPC218510
Intermediate Similarity	0.7792	NPC76415
Intermediate Similarity	0.7792	NPC230157
Intermediate Similarity	0.7785	NPC474810
Intermediate Similarity	0.7785	NPC477381
Intermediate Similarity	0.7778	NPC300611
Intermediate Similarity	0.7778	NPC471801
Intermediate Similarity	0.7771	NPC139839
Intermediate Similarity	0.777	NPC184928
Intermediate Similarity	0.777	NPC141493
Intermediate Similarity	0.7763	NPC13067
Intermediate Similarity	0.7762	NPC261661
Intermediate Similarity	0.7762	NPC194626
Intermediate Similarity	0.775	NPC476154
Intermediate Similarity	0.7748	NPC82271
Intermediate Similarity	0.7748	NPC173660
Intermediate Similarity	0.7748	NPC205442
Intermediate Similarity	0.7748	NPC126682
Intermediate Similarity	0.7748	NPC471719
Intermediate Similarity	0.7742	NPC326144
Intermediate Similarity	0.7742	NPC87883
Intermediate Similarity	0.774	NPC202904
Intermediate Similarity	0.774	NPC471986
Intermediate Similarity	0.774	NPC189248
Intermediate Similarity	0.7736	NPC474975
Intermediate Similarity	0.7736	NPC477379
Intermediate Similarity	0.7733	NPC7163
Intermediate Similarity	0.7733	NPC147030
Intermediate Similarity	0.773	NPC308217
Intermediate Similarity	0.7724	NPC64391
Intermediate Similarity	0.7722	NPC176903
Intermediate Similarity	0.7722	NPC30688
Intermediate Similarity	0.7718	NPC475856
Intermediate Similarity	0.7718	NPC245120
Intermediate Similarity	0.7718	NPC123954
Intermediate Similarity	0.7718	NPC5423
Intermediate Similarity	0.7714	NPC471803
Intermediate Similarity	0.7714	NPC471804
Intermediate Similarity	0.7714	NPC471812
Intermediate Similarity	0.7707	NPC231149
Intermediate Similarity	0.7703	NPC192687
Intermediate Similarity	0.7703	NPC214860
Intermediate Similarity	0.7703	NPC237169
Intermediate Similarity	0.7703	NPC470624
Intermediate Similarity	0.7703	NPC224157
Intermediate Similarity	0.7702	NPC62903
Intermediate Similarity	0.7702	NPC7178
Intermediate Similarity	0.7697	NPC38874
Intermediate Similarity	0.7697	NPC476171
Intermediate Similarity	0.7697	NPC474886
Intermediate Similarity	0.7697	NPC261714
Intermediate Similarity	0.7692	NPC318286
Intermediate Similarity	0.7692	NPC327651
Intermediate Similarity	0.7692	NPC221318
Intermediate Similarity	0.7682	NPC472521
Intermediate Similarity	0.7682	NPC472337
Intermediate Similarity	0.7682	NPC195022
Intermediate Similarity	0.7677	NPC138212
Intermediate Similarity	0.7673	NPC205727
Intermediate Similarity	0.7673	NPC120426
Intermediate Similarity	0.7673	NPC21184
Intermediate Similarity	0.7673	NPC294522
Intermediate Similarity	0.7671	NPC127604
Intermediate Similarity	0.7671	NPC244364
Intermediate Similarity	0.767	NPC121100
Intermediate Similarity	0.7667	NPC26673
Intermediate Similarity	0.7667	NPC277021
Intermediate Similarity	0.7667	NPC472524
Intermediate Similarity	0.7662	NPC300798
Intermediate Similarity	0.7662	NPC58137
Intermediate Similarity	0.7661	NPC175804
Intermediate Similarity	0.7654	NPC142479
Intermediate Similarity	0.7654	NPC155015
Intermediate Similarity	0.7651	NPC471983
Intermediate Similarity	0.7651	NPC142530
Intermediate Similarity	0.7651	NPC149337
Intermediate Similarity	0.7651	NPC147317
Intermediate Similarity	0.7647	NPC471388
Intermediate Similarity	0.7647	NPC212942
Intermediate Similarity	0.7647	NPC25966
Intermediate Similarity	0.7647	NPC79622
Intermediate Similarity	0.7647	NPC319647
Intermediate Similarity	0.7647	NPC29868
Intermediate Similarity	0.7647	NPC127218
Intermediate Similarity	0.7647	NPC245207
Intermediate Similarity	0.7643	NPC321696
Intermediate Similarity	0.7643	NPC321958
Intermediate Similarity	0.7643	NPC475896
Intermediate Similarity	0.7643	NPC474054
Intermediate Similarity	0.7643	NPC205361
Intermediate Similarity	0.764	NPC149735
Intermediate Similarity	0.7639	NPC264885
Intermediate Similarity	0.7635	NPC474227
Intermediate Similarity	0.7635	NPC153547
Intermediate Similarity	0.7635	NPC58164
Intermediate Similarity	0.7635	NPC45824
Intermediate Similarity	0.7635	NPC190144
Intermediate Similarity	0.7635	NPC10225
Intermediate Similarity	0.7632	NPC471182
Intermediate Similarity	0.7632	NPC472334
Intermediate Similarity	0.7632	NPC143895
Intermediate Similarity	0.7632	NPC472336
Intermediate Similarity	0.7628	NPC18211
Intermediate Similarity	0.7628	NPC50250
Intermediate Similarity	0.7627	NPC471807
Intermediate Similarity	0.7627	NPC471810
Intermediate Similarity	0.7627	NPC471806
Intermediate Similarity	0.7622	NPC267064
Intermediate Similarity	0.7616	NPC256776
Intermediate Similarity	0.7616	NPC145722
Intermediate Similarity	0.7616	NPC111635
Intermediate Similarity	0.7616	NPC106215
Intermediate Similarity	0.7616	NPC185680
Intermediate Similarity	0.7616	NPC92830
Intermediate Similarity	0.7613	NPC80326
Intermediate Similarity	0.7613	NPC472562
Intermediate Similarity	0.7613	NPC174522
Intermediate Similarity	0.7613	NPC472335
Intermediate Similarity	0.7613	NPC472332
Intermediate Similarity	0.7606	NPC15805
Intermediate Similarity	0.7606	NPC254625
Intermediate Similarity	0.7606	NPC475961
Intermediate Similarity	0.76	NPC86655

Drug Structure

NPD1940 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 2.5981 2.5000 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 -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 3.4641 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 -0.5000 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 1.7321 -2.0000 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 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 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 Cl 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 1.7321 -3.0000 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 -0.8660 -0.5000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 20 1 0 0 0 0 4 21 1 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 10 2 0 0 0 0 7 12 1 0 0 0 0 8 18 2 0 0 0 0 8 22 1 0 0 0 0 9 19 2 0 0 0 0 9 23 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 16 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000273; DCL000726
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56237
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.06
ALogP	0.4783
MLogP	2.45
XLogP	2.59
HDA	2
HBD	0
Rotatable Bonds	11
TPSA	71.06
RO5 Violation	0