NPASS drugs

Drug Information

Drug ID:	NPD3851
Drug Name:
Molecular Formula:	C20H20ClF3N2O
Canonical SMILES:	OC(=N[C@@H](c1ccccc1)[C@@H]1CCCCN1)c1cccc(c1Cl)C(F)(F)F
Standard InCHI:	InChI=1S/C20H20ClF3N2O/c21-17-14(9-6-10-15(17)20(22,23)24)19(27)26-18(13-7-2-1-3-8-13)16-11-4-5-12-25-16/h1-3,6-10,16,18,25H,4-5,11-12H2,(H,26,27)/t16-,18-/m0/s1
Standard InCHIKey:	MEZRZVWPLXVLSO-WMZOPIPTSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3851

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	221
0.1-0.2	1371
0.2-0.3	8873
0.3-0.4	8647
0.4-0.5	9585
0.5-0.6	2062
0.6-0.7	129
0.7-0.8	2
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	0.7071	NPC273830
Intermediate Similarity	0.7023	NPC211551
Remote Similarity	0.6875	NPC33168
Remote Similarity	0.6815	NPC292758
Remote Similarity	0.6815	NPC65855
Remote Similarity	0.6742	NPC471310
Remote Similarity	0.6733	NPC474473
Remote Similarity	0.6667	NPC109151
Remote Similarity	0.66	NPC476689
Remote Similarity	0.66	NPC476685
Remote Similarity	0.66	NPC476687
Remote Similarity	0.6567	NPC150254
Remote Similarity	0.6567	NPC226778
Remote Similarity	0.6567	NPC147000
Remote Similarity	0.6567	NPC304761
Remote Similarity	0.6516	NPC170170
Remote Similarity	0.6516	NPC219233
Remote Similarity	0.6516	NPC211468
Remote Similarity	0.6494	NPC316906
Remote Similarity	0.6489	NPC311242
Remote Similarity	0.6483	NPC71684
Remote Similarity	0.6479	NPC82963
Remote Similarity	0.6474	NPC323123
Remote Similarity	0.6462	NPC329430
Remote Similarity	0.6447	NPC149379
Remote Similarity	0.6434	NPC38458
Remote Similarity	0.6434	NPC311737
Remote Similarity	0.6418	NPC327226
Remote Similarity	0.6408	NPC101139
Remote Similarity	0.6406	NPC172128
Remote Similarity	0.6405	NPC184437
Remote Similarity	0.6405	NPC267237
Remote Similarity	0.6385	NPC471309
Remote Similarity	0.6377	NPC153690
Remote Similarity	0.6352	NPC477890
Remote Similarity	0.6345	NPC283760
Remote Similarity	0.6335	NPC254798
Remote Similarity	0.6331	NPC24777
Remote Similarity	0.6328	NPC470877
Remote Similarity	0.6316	NPC226096
Remote Similarity	0.6316	NPC290515
Remote Similarity	0.6316	NPC303611
Remote Similarity	0.6316	NPC164514
Remote Similarity	0.6316	NPC108606
Remote Similarity	0.6309	NPC4974
Remote Similarity	0.6304	NPC37584
Remote Similarity	0.6301	NPC326232
Remote Similarity	0.6299	NPC198747
Remote Similarity	0.6286	NPC319579
Remote Similarity	0.6279	NPC209764
Remote Similarity	0.6279	NPC78041
Remote Similarity	0.6279	NPC471307
Remote Similarity	0.6279	NPC74936
Remote Similarity	0.6279	NPC121872
Remote Similarity	0.6279	NPC141139
Remote Similarity	0.6279	NPC159178
Remote Similarity	0.6259	NPC24101
Remote Similarity	0.6259	NPC77294
Remote Similarity	0.6259	NPC96224
Remote Similarity	0.625	NPC271808
Remote Similarity	0.625	NPC325651
Remote Similarity	0.6242	NPC307020
Remote Similarity	0.6242	NPC214988
Remote Similarity	0.6234	NPC3202
Remote Similarity	0.6225	NPC199738
Remote Similarity	0.6225	NPC210950
Remote Similarity	0.6224	NPC471318
Remote Similarity	0.6222	NPC214200
Remote Similarity	0.6222	NPC228400
Remote Similarity	0.622	NPC203076
Remote Similarity	0.6212	NPC20142
Remote Similarity	0.6212	NPC215351
Remote Similarity	0.6194	NPC132847
Remote Similarity	0.6184	NPC66177
Remote Similarity	0.6184	NPC8305
Remote Similarity	0.6184	NPC268763
Remote Similarity	0.6184	NPC469666
Remote Similarity	0.6183	NPC265521
Remote Similarity	0.6172	NPC473031
Remote Similarity	0.6169	NPC257390
Remote Similarity	0.6169	NPC326966
Remote Similarity	0.6164	NPC168861
Remote Similarity	0.6164	NPC320656
Remote Similarity	0.6159	NPC318965
Remote Similarity	0.6159	NPC474559
Remote Similarity	0.6144	NPC124802
Remote Similarity	0.6138	NPC470544
Remote Similarity	0.6138	NPC147957
Remote Similarity	0.6133	NPC285394
Remote Similarity	0.6122	NPC43275
Remote Similarity	0.6121	NPC60538
Remote Similarity	0.6121	NPC207824
Remote Similarity	0.6111	NPC146703
Remote Similarity	0.6111	NPC311658
Remote Similarity	0.6111	NPC118202
Remote Similarity	0.6111	NPC119677
Remote Similarity	0.6107	NPC226438
Remote Similarity	0.6104	NPC89769
Remote Similarity	0.6104	NPC126859
Remote Similarity	0.6104	NPC259665
Remote Similarity	0.6096	NPC470545
Remote Similarity	0.6095	NPC29647
Remote Similarity	0.609	NPC303045
Remote Similarity	0.609	NPC161972
Remote Similarity	0.609	NPC108339
Remote Similarity	0.6081	NPC317564
Remote Similarity	0.6078	NPC40488
Remote Similarity	0.6069	NPC317254
Remote Similarity	0.6067	NPC471314
Remote Similarity	0.6067	NPC471315
Remote Similarity	0.6063	NPC169016
Remote Similarity	0.6059	NPC79328
Remote Similarity	0.6056	NPC474149
Remote Similarity	0.6054	NPC470546
Remote Similarity	0.6049	NPC472103
Remote Similarity	0.6048	NPC277669
Remote Similarity	0.6048	NPC76213
Remote Similarity	0.6045	NPC3371
Remote Similarity	0.6045	NPC25565
Remote Similarity	0.6038	NPC153007
Remote Similarity	0.6031	NPC316108
Remote Similarity	0.6026	NPC300020
Remote Similarity	0.6026	NPC302171
Remote Similarity	0.6026	NPC33338
Remote Similarity	0.6012	NPC119569
Remote Similarity	0.6	NPC327481
Remote Similarity	0.6	NPC231705
Remote Similarity	0.6	NPC12429
Remote Similarity	0.6	NPC476989
Remote Similarity	0.6	NPC473501
Remote Similarity	0.6	NPC475439
Remote Similarity	0.5988	NPC189116
Remote Similarity	0.5988	NPC476118
Remote Similarity	0.5987	NPC313352
Remote Similarity	0.5987	NPC474479
Remote Similarity	0.5986	NPC258056
Remote Similarity	0.5985	NPC470926
Remote Similarity	0.5977	NPC208280
Remote Similarity	0.5976	NPC477564
Remote Similarity	0.5976	NPC93343
Remote Similarity	0.5976	NPC2295
Remote Similarity	0.5975	NPC77992
Remote Similarity	0.5974	NPC111428
Remote Similarity	0.5966	NPC259545
Remote Similarity	0.5964	NPC288445
Remote Similarity	0.5957	NPC142297
Remote Similarity	0.5955	NPC293472
Remote Similarity	0.5951	NPC473804
Remote Similarity	0.5948	NPC477937
Remote Similarity	0.5946	NPC220698
Remote Similarity	0.5944	NPC192270
Remote Similarity	0.5942	NPC318154
Remote Similarity	0.5939	NPC13470
Remote Similarity	0.5938	NPC471312
Remote Similarity	0.5931	NPC1986
Remote Similarity	0.5931	NPC474544
Remote Similarity	0.593	NPC191863
Remote Similarity	0.593	NPC133470
Remote Similarity	0.593	NPC289776
Remote Similarity	0.593	NPC124542
Remote Similarity	0.593	NPC59779
Remote Similarity	0.593	NPC471177
Remote Similarity	0.5926	NPC471320
Remote Similarity	0.5926	NPC471319
Remote Similarity	0.5924	NPC208757
Remote Similarity	0.5922	NPC232340
Remote Similarity	0.5921	NPC328267
Remote Similarity	0.5915	NPC146096
Remote Similarity	0.5912	NPC125732
Remote Similarity	0.5912	NPC471785
Remote Similarity	0.5912	NPC325599
Remote Similarity	0.5909	NPC476950
Remote Similarity	0.5906	NPC268572
Remote Similarity	0.5906	NPC469243
Remote Similarity	0.5903	NPC275410
Remote Similarity	0.5899	NPC288785
Remote Similarity	0.5899	NPC68055
Remote Similarity	0.5899	NPC471743
Remote Similarity	0.5896	NPC223207
Remote Similarity	0.589	NPC473922
Remote Similarity	0.5886	NPC317430
Remote Similarity	0.5886	NPC209377
Remote Similarity	0.5878	NPC283468
Remote Similarity	0.5875	NPC132636
Remote Similarity	0.5871	NPC477839
Remote Similarity	0.5871	NPC17374
Remote Similarity	0.587	NPC469457
Remote Similarity	0.587	NPC29601
Remote Similarity	0.5862	NPC474584
Remote Similarity	0.5862	NPC304074
Remote Similarity	0.5862	NPC290755
Remote Similarity	0.5862	NPC471771
Remote Similarity	0.586	NPC48909
Remote Similarity	0.5854	NPC314114
Remote Similarity	0.5852	NPC35627
Remote Similarity	0.5852	NPC81247
Remote Similarity	0.5852	NPC193853
Remote Similarity	0.5852	NPC476573
Remote Similarity	0.5852	NPC223077
Remote Similarity	0.5852	NPC56887

Drug Structure

NPD3851 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -0.0000 2.0000 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 -5.1962 2.0000 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 -0.8660 -1.5000 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 -6.0622 1.5000 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 0.8660 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 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 -1.7321 0.0000 0.0000 C 0 0 1 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 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 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 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 11 16 1 0 0 0 0 12 25 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 6 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 18 26 1 6 0 0 0 19 26 2 3 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 25 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000113
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9954539
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.12
ALogP	0.2751
MLogP	2.89
XLogP	7.188
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	44.62
RO5 Violation	1