NPASS drugs

Drug Information

Drug ID:	NPD5441
Drug Name:
Molecular Formula:	C23H20FNO5
Canonical SMILES:	COc1ccc2c(c1)ccc(c2)OCC1(CN(C1)C(=O)c1ccc(cc1)F)C(=O)O
Standard InCHI:	InChI=1S/C23H20FNO5/c1-29-19-8-4-17-11-20(9-5-16(17)10-19)30-14-23(22(27)28)12-25(13-23)21(26)15-2-6-18(24)7-3-15/h2-11H,12-14H2,1H3,(H,27,28)
Standard InCHIKey:	LWJGMYMNSNVCEM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5441

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	192
0.1-0.2	995
0.2-0.3	2760
0.3-0.4	8412
0.4-0.5	4112
0.5-0.6	7398
0.6-0.7	6973
0.7-0.8	48
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	0.7862	NPC266425
Intermediate Similarity	0.7474	NPC477258
Intermediate Similarity	0.7446	NPC99723
Intermediate Similarity	0.7432	NPC222524
Intermediate Similarity	0.7326	NPC116007
Intermediate Similarity	0.7303	NPC135006
Intermediate Similarity	0.7299	NPC119669
Intermediate Similarity	0.7267	NPC218323
Intermediate Similarity	0.7263	NPC153631
Intermediate Similarity	0.7254	NPC24228
Intermediate Similarity	0.7249	NPC169387
Intermediate Similarity	0.7249	NPC477259
Intermediate Similarity	0.7246	NPC471316
Intermediate Similarity	0.7225	NPC226708
Intermediate Similarity	0.7211	NPC208890
Intermediate Similarity	0.7174	NPC227683
Intermediate Similarity	0.7172	NPC268077
Intermediate Similarity	0.7169	NPC473360
Intermediate Similarity	0.7157	NPC38964
Intermediate Similarity	0.7143	NPC83511
Intermediate Similarity	0.7135	NPC476443
Intermediate Similarity	0.7135	NPC133817
Intermediate Similarity	0.7126	NPC196708
Intermediate Similarity	0.7104	NPC284842
Intermediate Similarity	0.7102	NPC472298
Intermediate Similarity	0.709	NPC315542
Intermediate Similarity	0.7088	NPC471651
Intermediate Similarity	0.7087	NPC82056
Intermediate Similarity	0.7086	NPC12305
Intermediate Similarity	0.7081	NPC303581
Intermediate Similarity	0.7081	NPC67978
Intermediate Similarity	0.7076	NPC473499
Intermediate Similarity	0.7074	NPC27887
Intermediate Similarity	0.7062	NPC469816
Intermediate Similarity	0.7062	NPC469815
Intermediate Similarity	0.7059	NPC241704
Intermediate Similarity	0.7039	NPC477691
Intermediate Similarity	0.7035	NPC207971
Intermediate Similarity	0.7031	NPC166979
Intermediate Similarity	0.703	NPC120251
Intermediate Similarity	0.7022	NPC471649
Intermediate Similarity	0.7021	NPC327005
Intermediate Similarity	0.7011	NPC66404
Intermediate Similarity	0.7011	NPC95123
Intermediate Similarity	0.7006	NPC261322
Intermediate Similarity	0.7006	NPC132308
Intermediate Similarity	0.7005	NPC308267
Intermediate Similarity	0.7	NPC3898
Remote Similarity	0.699	NPC36607
Remote Similarity	0.6984	NPC32154
Remote Similarity	0.6983	NPC44606
Remote Similarity	0.6983	NPC477690
Remote Similarity	0.6982	NPC307682
Remote Similarity	0.6979	NPC471650
Remote Similarity	0.6973	NPC86469
Remote Similarity	0.6971	NPC134621
Remote Similarity	0.6966	NPC475460
Remote Similarity	0.6966	NPC307780
Remote Similarity	0.6966	NPC295036
Remote Similarity	0.6966	NPC309979
Remote Similarity	0.6963	NPC276120
Remote Similarity	0.6954	NPC14622
Remote Similarity	0.6954	NPC46744
Remote Similarity	0.6954	NPC73020
Remote Similarity	0.6954	NPC124302
Remote Similarity	0.6954	NPC215098
Remote Similarity	0.6954	NPC70290
Remote Similarity	0.6949	NPC478189
Remote Similarity	0.6946	NPC470392
Remote Similarity	0.6943	NPC469437
Remote Similarity	0.6939	NPC125924
Remote Similarity	0.6935	NPC164608
Remote Similarity	0.6932	NPC267509
Remote Similarity	0.6932	NPC237208
Remote Similarity	0.6932	NPC211565
Remote Similarity	0.6932	NPC60389
Remote Similarity	0.6931	NPC309692
Remote Similarity	0.6928	NPC238309
Remote Similarity	0.6927	NPC18306
Remote Similarity	0.6923	NPC123153
Remote Similarity	0.6923	NPC67197
Remote Similarity	0.6919	NPC476191
Remote Similarity	0.6914	NPC290038
Remote Similarity	0.6911	NPC235194
Remote Similarity	0.6905	NPC470160
Remote Similarity	0.6902	NPC35345
Remote Similarity	0.6901	NPC231572
Remote Similarity	0.69	NPC119818
Remote Similarity	0.69	NPC2173
Remote Similarity	0.69	NPC202771
Remote Similarity	0.69	NPC328700
Remote Similarity	0.6897	NPC250755
Remote Similarity	0.6897	NPC105648
Remote Similarity	0.6891	NPC162694
Remote Similarity	0.6885	NPC477692
Remote Similarity	0.6885	NPC328122
Remote Similarity	0.6884	NPC120671
Remote Similarity	0.6884	NPC226652
Remote Similarity	0.6884	NPC314100
Remote Similarity	0.6884	NPC72788
Remote Similarity	0.6882	NPC298900
Remote Similarity	0.6882	NPC106606
Remote Similarity	0.6878	NPC35680
Remote Similarity	0.6875	NPC478019
Remote Similarity	0.6875	NPC47152
Remote Similarity	0.6875	NPC29577
Remote Similarity	0.6875	NPC32470
Remote Similarity	0.6872	NPC470107
Remote Similarity	0.6869	NPC83019
Remote Similarity	0.6868	NPC146211
Remote Similarity	0.6868	NPC221864
Remote Similarity	0.6867	NPC2596
Remote Similarity	0.6865	NPC249070
Remote Similarity	0.6865	NPC474858
Remote Similarity	0.686	NPC202260
Remote Similarity	0.6859	NPC473562
Remote Similarity	0.6857	NPC17760
Remote Similarity	0.6856	NPC283207
Remote Similarity	0.6854	NPC35150
Remote Similarity	0.6854	NPC106328
Remote Similarity	0.6854	NPC95526
Remote Similarity	0.6851	NPC185103
Remote Similarity	0.6842	NPC121400
Remote Similarity	0.6842	NPC329816
Remote Similarity	0.6839	NPC220106
Remote Similarity	0.6836	NPC286038
Remote Similarity	0.6836	NPC470019
Remote Similarity	0.6834	NPC5374
Remote Similarity	0.6833	NPC149526
Remote Similarity	0.6833	NPC474417
Remote Similarity	0.6833	NPC470708
Remote Similarity	0.6833	NPC39819
Remote Similarity	0.6831	NPC230956
Remote Similarity	0.6831	NPC271388
Remote Similarity	0.6831	NPC205255
Remote Similarity	0.6831	NPC235143
Remote Similarity	0.6831	NPC119649
Remote Similarity	0.6818	NPC260152
Remote Similarity	0.6818	NPC290404
Remote Similarity	0.6818	NPC300603
Remote Similarity	0.6818	NPC204580
Remote Similarity	0.6818	NPC91694
Remote Similarity	0.6818	NPC306816
Remote Similarity	0.6816	NPC476684
Remote Similarity	0.6816	NPC291049
Remote Similarity	0.6816	NPC233267
Remote Similarity	0.6811	NPC231198
Remote Similarity	0.6806	NPC220961
Remote Similarity	0.6805	NPC169766
Remote Similarity	0.6804	NPC124626
Remote Similarity	0.68	NPC469579
Remote Similarity	0.68	NPC474385
Remote Similarity	0.6798	NPC17101
Remote Similarity	0.6798	NPC478163
Remote Similarity	0.6798	NPC77903
Remote Similarity	0.6798	NPC66991
Remote Similarity	0.6796	NPC217447
Remote Similarity	0.6796	NPC207624
Remote Similarity	0.6796	NPC169742
Remote Similarity	0.6796	NPC154683
Remote Similarity	0.6796	NPC40356
Remote Similarity	0.6796	NPC273483
Remote Similarity	0.6793	NPC80759
Remote Similarity	0.6793	NPC79402
Remote Similarity	0.6793	NPC469479
Remote Similarity	0.6793	NPC472299
Remote Similarity	0.6791	NPC473748
Remote Similarity	0.6791	NPC315914
Remote Similarity	0.6791	NPC41689
Remote Similarity	0.6789	NPC32064
Remote Similarity	0.6788	NPC4164
Remote Similarity	0.6784	NPC71124
Remote Similarity	0.6782	NPC138438
Remote Similarity	0.6782	NPC908
Remote Similarity	0.6782	NPC155552
Remote Similarity	0.678	NPC472034
Remote Similarity	0.678	NPC97662
Remote Similarity	0.678	NPC46990
Remote Similarity	0.678	NPC131766
Remote Similarity	0.678	NPC312789
Remote Similarity	0.678	NPC476151
Remote Similarity	0.6778	NPC58661
Remote Similarity	0.6778	NPC300329
Remote Similarity	0.6778	NPC474660
Remote Similarity	0.6778	NPC26601
Remote Similarity	0.6778	NPC60413
Remote Similarity	0.6777	NPC170101
Remote Similarity	0.6776	NPC474983
Remote Similarity	0.6776	NPC469507
Remote Similarity	0.6772	NPC329992
Remote Similarity	0.677	NPC264976
Remote Similarity	0.6769	NPC64140
Remote Similarity	0.6769	NPC174122
Remote Similarity	0.6766	NPC283079
Remote Similarity	0.6761	NPC472840
Remote Similarity	0.6761	NPC185838
Remote Similarity	0.6761	NPC310340
Remote Similarity	0.6761	NPC473090
Remote Similarity	0.676	NPC98809
Remote Similarity	0.676	NPC471641

Drug Structure

NPD5441 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 6.2438 0.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4824 -2.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7944 2.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6390 0.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2235 -3.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7603 2.3108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3120 0.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 2.1213 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 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0872 1.8625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9306 -4.6049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 1.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4142 1.4142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 0.2588 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 0.6718 -5.5708 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 -1.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 1.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -0.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9850 1.0860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4483 1.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 -0.1895 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 6 1 0 0 0 0 2 15 2 0 0 0 0 3 7 2 0 0 0 0 3 15 1 0 0 0 0 4 8 1 0 0 0 0 4 17 2 0 0 0 0 5 9 2 0 0 0 0 5 16 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 20 1 0 0 0 0 10 16 2 0 0 0 0 10 19 1 0 0 0 0 11 17 1 0 0 0 0 11 20 2 0 0 0 0 12 23 1 0 0 0 0 12 25 1 0 0 0 0 13 23 1 0 0 0 0 13 25 1 0 0 0 0 14 23 1 0 0 0 0 14 30 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 18 24 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014422
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25114442
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.13
ALogP	-0.9358
MLogP	3.22
XLogP	3.632
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	76.07
RO5 Violation	0