NPASS drugs

Drug Information

Drug ID:	NPD4351
Drug Name:
Molecular Formula:	C21H19F2N3O3
Canonical SMILES:	CCOCn1c2cc(F)ccc2n2c1=C(C(=O)CC2)C(=Nc1ccccc1F)O
Standard InCHI:	InChI=1S/C21H19F2N3O3/c1-2-29-12-26-17-11-13(22)7-8-16(17)25-10-9-18(27)19(21(25)26)20(28)24-15-6-4-3-5-14(15)23/h3-8,11H,2,9-10,12H2,1H3,(H,24,28)
Standard InCHIKey:	VQOQDABVGWLROX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4351

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	130
0.1-0.2	1794
0.2-0.3	9749
0.3-0.4	13784
0.4-0.5	3704
0.5-0.6	1632
0.6-0.7	97
0.7-0.8	0
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
Remote Similarity	0.6928	NPC53044
Remote Similarity	0.6667	NPC318183
Remote Similarity	0.6647	NPC27904
Remote Similarity	0.6624	NPC184437
Remote Similarity	0.6608	NPC476231
Remote Similarity	0.6558	NPC476950
Remote Similarity	0.655	NPC68650
Remote Similarity	0.645	NPC471132
Remote Similarity	0.6392	NPC476687
Remote Similarity	0.6392	NPC476689
Remote Similarity	0.6392	NPC476685
Remote Similarity	0.6384	NPC355
Remote Similarity	0.638	NPC471574
Remote Similarity	0.6374	NPC94167
Remote Similarity	0.6374	NPC172937
Remote Similarity	0.6374	NPC315257
Remote Similarity	0.6294	NPC117032
Remote Similarity	0.6284	NPC296163
Remote Similarity	0.6278	NPC475607
Remote Similarity	0.6265	NPC136002
Remote Similarity	0.625	NPC471130
Remote Similarity	0.625	NPC470003
Remote Similarity	0.6243	NPC474081
Remote Similarity	0.6229	NPC88970
Remote Similarity	0.6225	NPC192209
Remote Similarity	0.6222	NPC475594
Remote Similarity	0.6216	NPC307396
Remote Similarity	0.6213	NPC300596
Remote Similarity	0.6213	NPC237649
Remote Similarity	0.6205	NPC295548
Remote Similarity	0.6193	NPC471155
Remote Similarity	0.6188	NPC471743
Remote Similarity	0.6176	NPC144691
Remote Similarity	0.6169	NPC257490
Remote Similarity	0.6164	NPC226662
Remote Similarity	0.6162	NPC270241
Remote Similarity	0.6154	NPC326575
Remote Similarity	0.615	NPC473815
Remote Similarity	0.6149	NPC104345
Remote Similarity	0.6145	NPC65080
Remote Similarity	0.6142	NPC225400
Remote Similarity	0.6138	NPC129909
Remote Similarity	0.6136	NPC472117
Remote Similarity	0.6133	NPC470548
Remote Similarity	0.6129	NPC476341
Remote Similarity	0.6124	NPC300631
Remote Similarity	0.6121	NPC207554
Remote Similarity	0.612	NPC474041
Remote Similarity	0.612	NPC475761
Remote Similarity	0.6111	NPC472538
Remote Similarity	0.6111	NPC292265
Remote Similarity	0.6111	NPC470786
Remote Similarity	0.6101	NPC150863
Remote Similarity	0.6094	NPC470787
Remote Similarity	0.6094	NPC472540
Remote Similarity	0.6094	NPC472539
Remote Similarity	0.6093	NPC288232
Remote Similarity	0.609	NPC328683
Remote Similarity	0.609	NPC283130
Remote Similarity	0.609	NPC477163
Remote Similarity	0.6087	NPC15840
Remote Similarity	0.6087	NPC475685
Remote Similarity	0.6084	NPC22082
Remote Similarity	0.6084	NPC186284
Remote Similarity	0.6082	NPC106118
Remote Similarity	0.6082	NPC318086
Remote Similarity	0.6075	NPC285923
Remote Similarity	0.6074	NPC300299
Remote Similarity	0.6071	NPC314186
Remote Similarity	0.6069	NPC281094
Remote Similarity	0.6067	NPC187036
Remote Similarity	0.6067	NPC471124
Remote Similarity	0.6066	NPC14325
Remote Similarity	0.6066	NPC28848
Remote Similarity	0.6062	NPC314431
Remote Similarity	0.6062	NPC472542
Remote Similarity	0.6062	NPC472541
Remote Similarity	0.6062	NPC471199
Remote Similarity	0.6056	NPC472118
Remote Similarity	0.6047	NPC154602
Remote Similarity	0.6045	NPC293458
Remote Similarity	0.6039	NPC177684
Remote Similarity	0.6039	NPC291962
Remote Similarity	0.6032	NPC61435
Remote Similarity	0.6031	NPC102008
Remote Similarity	0.6025	NPC316746
Remote Similarity	0.6023	NPC471122
Remote Similarity	0.6012	NPC285381
Remote Similarity	0.6011	NPC313757
Remote Similarity	0.6	NPC112373
Remote Similarity	0.6	NPC258531
Remote Similarity	0.6	NPC161956
Remote Similarity	0.6	NPC472100
Remote Similarity	0.6	NPC324445
Remote Similarity	0.6	NPC24864
Remote Similarity	0.6	NPC122553
Remote Similarity	0.6	NPC84317
Remote Similarity	0.5989	NPC474058
Remote Similarity	0.5989	NPC258480
Remote Similarity	0.5978	NPC52059
Remote Similarity	0.5978	NPC470069
Remote Similarity	0.5978	NPC14849
Remote Similarity	0.5969	NPC276430
Remote Similarity	0.5966	NPC153694
Remote Similarity	0.5966	NPC211525
Remote Similarity	0.5965	NPC254798
Remote Similarity	0.5964	NPC469560
Remote Similarity	0.5963	NPC472245
Remote Similarity	0.5963	NPC280807
Remote Similarity	0.5955	NPC472121
Remote Similarity	0.5955	NPC472120
Remote Similarity	0.5955	NPC472101
Remote Similarity	0.5947	NPC175474
Remote Similarity	0.5946	NPC475094
Remote Similarity	0.5946	NPC182057
Remote Similarity	0.5946	NPC147298
Remote Similarity	0.5946	NPC131450
Remote Similarity	0.5944	NPC472115
Remote Similarity	0.5944	NPC472114
Remote Similarity	0.5933	NPC275410
Remote Similarity	0.5932	NPC154478
Remote Similarity	0.5928	NPC472243
Remote Similarity	0.5928	NPC47986
Remote Similarity	0.5928	NPC243162
Remote Similarity	0.5926	NPC311858
Remote Similarity	0.5926	NPC150308
Remote Similarity	0.5924	NPC24594
Remote Similarity	0.5924	NPC472122
Remote Similarity	0.5924	NPC476441
Remote Similarity	0.5922	NPC476118
Remote Similarity	0.5918	NPC192674
Remote Similarity	0.5914	NPC73994
Remote Similarity	0.5909	NPC313449
Remote Similarity	0.5906	NPC478039
Remote Similarity	0.5904	NPC471742
Remote Similarity	0.5904	NPC97584
Remote Similarity	0.5896	NPC473329
Remote Similarity	0.5895	NPC472323
Remote Similarity	0.5894	NPC248601
Remote Similarity	0.5893	NPC470301
Remote Similarity	0.5886	NPC295021
Remote Similarity	0.5882	NPC113626
Remote Similarity	0.5878	NPC20322
Remote Similarity	0.5876	NPC202812
Remote Similarity	0.5876	NPC113946
Remote Similarity	0.5876	NPC123241
Remote Similarity	0.5873	NPC472107
Remote Similarity	0.5873	NPC79062
Remote Similarity	0.5871	NPC220698
Remote Similarity	0.587	NPC328611
Remote Similarity	0.5866	NPC85651
Remote Similarity	0.5862	NPC243756
Remote Similarity	0.5862	NPC291610
Remote Similarity	0.5862	NPC66936
Remote Similarity	0.5845	NPC15384
Remote Similarity	0.5845	NPC244425
Remote Similarity	0.5843	NPC310403
Remote Similarity	0.5843	NPC36495
Remote Similarity	0.5843	NPC263709
Remote Similarity	0.5843	NPC97380
Remote Similarity	0.5843	NPC243673
Remote Similarity	0.5843	NPC63210
Remote Similarity	0.5843	NPC148468
Remote Similarity	0.5843	NPC471123
Remote Similarity	0.5842	NPC66210
Remote Similarity	0.5833	NPC315051
Remote Similarity	0.5833	NPC113056
Remote Similarity	0.5833	NPC204156
Remote Similarity	0.5833	NPC75496
Remote Similarity	0.5833	NPC226143
Remote Similarity	0.5833	NPC138293
Remote Similarity	0.5833	NPC472112
Remote Similarity	0.5829	NPC187827
Remote Similarity	0.5829	NPC61011
Remote Similarity	0.5829	NPC122106
Remote Similarity	0.5829	NPC91179
Remote Similarity	0.5829	NPC472105
Remote Similarity	0.5823	NPC39818
Remote Similarity	0.5819	NPC29285
Remote Similarity	0.5815	NPC276993
Remote Similarity	0.5815	NPC21752
Remote Similarity	0.5815	NPC181138
Remote Similarity	0.5815	NPC298851
Remote Similarity	0.5815	NPC210415
Remote Similarity	0.5815	NPC293255
Remote Similarity	0.5815	NPC96901
Remote Similarity	0.581	NPC81229
Remote Similarity	0.581	NPC255229
Remote Similarity	0.5808	NPC79129
Remote Similarity	0.5808	NPC313985
Remote Similarity	0.5808	NPC249150
Remote Similarity	0.5808	NPC195461
Remote Similarity	0.5808	NPC81654
Remote Similarity	0.5808	NPC49196
Remote Similarity	0.5806	NPC234987
Remote Similarity	0.5801	NPC472106
Remote Similarity	0.5799	NPC2823
Remote Similarity	0.5799	NPC471164
Remote Similarity	0.5795	NPC19692
Remote Similarity	0.5795	NPC220151

Drug Structure

NPD4351 OpenBabel08211705262D 30 33 0 0 0 0 0 0 0 0999 V2000 -2.1786 -2.6991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9758 -1.7445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1068 1.8214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6188 0.9763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6189 2.6666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6429 0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5365 -1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5364 -0.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 2.9288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8448 2.4411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8457 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8451 -0.4881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6910 -1.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6430 2.6667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1550 1.8216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6909 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8453 -0.4877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8461 2.4404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 1.4645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 0.9765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0004 0.9763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6912 -2.9656 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.1551 3.5119 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.1791 1.8216 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8452 1.4648 0.0000 N 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 -1.7241 2.9472 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1789 0.1313 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0478 -1.4427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6909 -0.7138 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 25 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 26 1 0 0 0 0 12 29 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 27 2 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 20 24 2 3 0 0 0 20 28 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9822240
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.14
ALogP	1.1724
MLogP	2.89
XLogP	6.14
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	65.37
RO5 Violation	1