NPASS drugs

Drug Information

Drug ID:	NPD4345
Drug Name:
Molecular Formula:	C21H19ClFNO2
Canonical SMILES:	OC(=O)C[C@@H]1CCCc2c1n(Cc1ccc(cc1)Cl)c1c2cc(cc1)F
Standard InCHI:	InChI=1S/C21H19ClFNO2/c22-15-6-4-13(5-7-15)12-24-19-9-8-16(23)11-18(19)17-3-1-2-14(21(17)24)10-20(25)26/h4-9,11,14H,1-3,10,12H2,(H,25,26)/t14-/m0/s1
Standard InCHIKey:	LHJWQVJJSYPRIX-AWEZNQCLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4345

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	238
0.1-0.2	1320
0.2-0.3	7802
0.3-0.4	15671
0.4-0.5	3013
0.5-0.6	1732
0.6-0.7	1019
0.7-0.8	95
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	0.7833	NPC213468
Intermediate Similarity	0.7737	NPC102008
Intermediate Similarity	0.7667	NPC469938
Intermediate Similarity	0.7663	NPC472119
Intermediate Similarity	0.7634	NPC472323
Intermediate Similarity	0.7596	NPC15840
Intermediate Similarity	0.7542	NPC78020
Intermediate Similarity	0.7419	NPC143533
Intermediate Similarity	0.7418	NPC477976
Intermediate Similarity	0.7407	NPC321708
Intermediate Similarity	0.7394	NPC478077
Intermediate Similarity	0.7391	NPC111275
Intermediate Similarity	0.7377	NPC110500
Intermediate Similarity	0.7377	NPC203468
Intermediate Similarity	0.7377	NPC149155
Intermediate Similarity	0.7371	NPC200743
Intermediate Similarity	0.7366	NPC113626
Intermediate Similarity	0.7363	NPC204303
Intermediate Similarity	0.7351	NPC55772
Intermediate Similarity	0.7337	NPC267885
Intermediate Similarity	0.7316	NPC175474
Intermediate Similarity	0.7302	NPC62749
Intermediate Similarity	0.7297	NPC15573
Intermediate Similarity	0.7297	NPC183662
Intermediate Similarity	0.7297	NPC64436
Intermediate Similarity	0.7297	NPC217372
Intermediate Similarity	0.7282	NPC50503
Intermediate Similarity	0.7277	NPC329858
Intermediate Similarity	0.7268	NPC126492
Intermediate Similarity	0.7258	NPC248462
Intermediate Similarity	0.7258	NPC248041
Intermediate Similarity	0.7258	NPC219336
Intermediate Similarity	0.7258	NPC283219
Intermediate Similarity	0.7258	NPC126709
Intermediate Similarity	0.724	NPC472097
Intermediate Similarity	0.7216	NPC85066
Intermediate Similarity	0.7216	NPC289299
Intermediate Similarity	0.7216	NPC57994
Intermediate Similarity	0.7216	NPC181502
Intermediate Similarity	0.7211	NPC235684
Intermediate Similarity	0.7211	NPC99428
Intermediate Similarity	0.7208	NPC79129
Intermediate Similarity	0.7208	NPC195461
Intermediate Similarity	0.7208	NPC313985
Intermediate Similarity	0.7208	NPC81654
Intermediate Similarity	0.7208	NPC49196
Intermediate Similarity	0.7208	NPC249150
Intermediate Similarity	0.7204	NPC145885
Intermediate Similarity	0.7204	NPC234987
Intermediate Similarity	0.7204	NPC14113
Intermediate Similarity	0.7204	NPC84827
Intermediate Similarity	0.7196	NPC258480
Intermediate Similarity	0.7194	NPC474916
Intermediate Similarity	0.7188	NPC314333
Intermediate Similarity	0.7158	NPC472107
Intermediate Similarity	0.7158	NPC63751
Intermediate Similarity	0.7158	NPC79062
Intermediate Similarity	0.7143	NPC159125
Intermediate Similarity	0.7127	NPC194881
Intermediate Similarity	0.712	NPC66210
Intermediate Similarity	0.712	NPC94752
Intermediate Similarity	0.712	NPC315555
Intermediate Similarity	0.7107	NPC52557
Intermediate Similarity	0.7092	NPC472116
Intermediate Similarity	0.7092	NPC245916
Intermediate Similarity	0.7092	NPC11445
Intermediate Similarity	0.709	NPC71037
Intermediate Similarity	0.7088	NPC271797
Intermediate Similarity	0.7088	NPC21174
Intermediate Similarity	0.7065	NPC201700
Intermediate Similarity	0.7062	NPC117244
Intermediate Similarity	0.7062	NPC473763
Intermediate Similarity	0.7059	NPC472122
Intermediate Similarity	0.7059	NPC24594
Intermediate Similarity	0.7056	NPC129721
Intermediate Similarity	0.7056	NPC227582
Intermediate Similarity	0.7053	NPC472104
Intermediate Similarity	0.705	NPC476874
Intermediate Similarity	0.7047	NPC102338
Intermediate Similarity	0.7047	NPC63199
Intermediate Similarity	0.7047	NPC111602
Intermediate Similarity	0.7047	NPC196251
Intermediate Similarity	0.7041	NPC157828
Intermediate Similarity	0.7041	NPC195239
Intermediate Similarity	0.7037	NPC469896
Intermediate Similarity	0.7035	NPC315348
Intermediate Similarity	0.7035	NPC32002
Intermediate Similarity	0.7021	NPC326575
Intermediate Similarity	0.7021	NPC293472
Intermediate Similarity	0.702	NPC149708
Intermediate Similarity	0.7016	NPC228835
Intermediate Similarity	0.7011	NPC474561
Intermediate Similarity	0.7011	NPC49954
Intermediate Similarity	0.7011	NPC56233
Intermediate Similarity	0.7	NPC285469
Remote Similarity	0.6995	NPC278434
Remote Similarity	0.6989	NPC6982
Remote Similarity	0.6985	NPC241024
Remote Similarity	0.6984	NPC133261
Remote Similarity	0.6983	NPC73952
Remote Similarity	0.6983	NPC469760
Remote Similarity	0.6983	NPC469765
Remote Similarity	0.6983	NPC469763
Remote Similarity	0.6983	NPC469786
Remote Similarity	0.6983	NPC259644
Remote Similarity	0.6983	NPC25008
Remote Similarity	0.6978	NPC255229
Remote Similarity	0.6978	NPC81229
Remote Similarity	0.6973	NPC317430
Remote Similarity	0.6968	NPC288785
Remote Similarity	0.6968	NPC84347
Remote Similarity	0.6965	NPC162730
Remote Similarity	0.6961	NPC477887
Remote Similarity	0.6961	NPC469762
Remote Similarity	0.695	NPC252338
Remote Similarity	0.6947	NPC300688
Remote Similarity	0.6947	NPC472105
Remote Similarity	0.6947	NPC91179
Remote Similarity	0.6947	NPC187827
Remote Similarity	0.6944	NPC75540
Remote Similarity	0.6944	NPC70922
Remote Similarity	0.6944	NPC207726
Remote Similarity	0.6944	NPC80597
Remote Similarity	0.6944	NPC211572
Remote Similarity	0.6944	NPC212376
Remote Similarity	0.694	NPC16667
Remote Similarity	0.6939	NPC55493
Remote Similarity	0.6939	NPC472292
Remote Similarity	0.6936	NPC104483
Remote Similarity	0.6931	NPC59269
Remote Similarity	0.6931	NPC151939
Remote Similarity	0.6923	NPC477591
Remote Similarity	0.6923	NPC206967
Remote Similarity	0.6919	NPC160105
Remote Similarity	0.6915	NPC329688
Remote Similarity	0.6915	NPC189812
Remote Similarity	0.6915	NPC471944
Remote Similarity	0.6912	NPC477065
Remote Similarity	0.6911	NPC192270
Remote Similarity	0.6908	NPC75634
Remote Similarity	0.6906	NPC469785
Remote Similarity	0.6904	NPC269886
Remote Similarity	0.6904	NPC247735
Remote Similarity	0.6904	NPC472295
Remote Similarity	0.6904	NPC81802
Remote Similarity	0.6904	NPC472210
Remote Similarity	0.6902	NPC194640
Remote Similarity	0.69	NPC293917
Remote Similarity	0.6898	NPC158129
Remote Similarity	0.6893	NPC234999
Remote Similarity	0.6891	NPC282103
Remote Similarity	0.6885	NPC279918
Remote Similarity	0.6885	NPC322644
Remote Similarity	0.6884	NPC262898
Remote Similarity	0.6884	NPC272483
Remote Similarity	0.6882	NPC154293
Remote Similarity	0.6881	NPC57398
Remote Similarity	0.6881	NPC476073
Remote Similarity	0.6881	NPC474116
Remote Similarity	0.6875	NPC472110
Remote Similarity	0.6875	NPC243058
Remote Similarity	0.6875	NPC472109
Remote Similarity	0.6872	NPC183805
Remote Similarity	0.6869	NPC220151
Remote Similarity	0.6869	NPC19692
Remote Similarity	0.6862	NPC472123
Remote Similarity	0.685	NPC131887
Remote Similarity	0.685	NPC67288
Remote Similarity	0.6848	NPC282231
Remote Similarity	0.6845	NPC116961
Remote Similarity	0.6845	NPC478158
Remote Similarity	0.6842	NPC478157
Remote Similarity	0.6839	NPC472294
Remote Similarity	0.6837	NPC472112
Remote Similarity	0.6834	NPC472293
Remote Similarity	0.6834	NPC179701
Remote Similarity	0.6831	NPC67056
Remote Similarity	0.6828	NPC114637
Remote Similarity	0.6827	NPC475778
Remote Similarity	0.6825	NPC303225
Remote Similarity	0.6825	NPC281049
Remote Similarity	0.6821	NPC17059
Remote Similarity	0.6814	NPC473376
Remote Similarity	0.6811	NPC476118
Remote Similarity	0.6811	NPC311276
Remote Similarity	0.681	NPC469928
Remote Similarity	0.6806	NPC11126
Remote Similarity	0.6804	NPC323198
Remote Similarity	0.68	NPC238499
Remote Similarity	0.6798	NPC193761
Remote Similarity	0.6796	NPC281094
Remote Similarity	0.6789	NPC315062
Remote Similarity	0.6789	NPC134586
Remote Similarity	0.6788	NPC19679
Remote Similarity	0.6788	NPC470205
Remote Similarity	0.6786	NPC213629
Remote Similarity	0.6784	NPC473930
Remote Similarity	0.6784	NPC276517
Remote Similarity	0.6782	NPC213308
Remote Similarity	0.678	NPC18661

Drug Structure

NPD4345 OpenBabel08211705262D 27 30 0 0 1 0 0 0 0 0999 V2000 2.5347 1.4633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6896 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5348 0.4881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8374 -0.8789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5244 0.6642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7283 -1.2756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4153 0.2675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8447 -2.4384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8448 -1.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 -2.4388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8446 0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7355 0.0910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8450 1.4636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5172 -0.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -2.9263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6899 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3018 2.8787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8448 0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4081 -1.0990 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -3.9263 0.0000 F 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 -0.3507 3.6034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2557 3.0815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5571 4.0090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 17 1 0 0 0 0 4 6 1 0 0 0 0 4 13 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 16 2 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 14 10 1 6 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 21 2 0 0 0 0 18 19 2 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 24 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004565
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54592351
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.11
ALogP	0.7677
MLogP	3.22
XLogP	5.418
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	42.23
RO5 Violation	1