NPASS drugs

Drug Information

Drug ID:	NPD4426
Drug Name:
Molecular Formula:	C21H22FN3O
Canonical SMILES:	CN1CCC(CC1)c1c[nH]c2c1cc(cc2)NC(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C21H22FN3O/c1-25-10-8-14(9-11-25)19-13-23-20-7-6-17(12-18(19)20)24-21(26)15-2-4-16(22)5-3-15/h2-7,12-14,23H,8-11H2,1H3,(H,24,26)
Standard InCHIKey:	MDMJLMDBRQXOOI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4426

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	438
0.1-0.2	3184
0.2-0.3	11836
0.3-0.4	11181
0.4-0.5	1615
0.5-0.6	1204
0.6-0.7	975
0.7-0.8	430
0.8-0.85	27
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	0.8457	NPC284775
Intermediate Similarity	0.838	NPC133003
Intermediate Similarity	0.8371	NPC470205
Intermediate Similarity	0.8352	NPC476460
Intermediate Similarity	0.8343	NPC293216
Intermediate Similarity	0.8324	NPC477003
Intermediate Similarity	0.8254	NPC317701
Intermediate Similarity	0.8232	NPC17273
Intermediate Similarity	0.8232	NPC135601
Intermediate Similarity	0.8232	NPC141612
Intermediate Similarity	0.8214	NPC470233
Intermediate Similarity	0.8212	NPC191415
Intermediate Similarity	0.8208	NPC42372
Intermediate Similarity	0.8187	NPC56765
Intermediate Similarity	0.8177	NPC99939
Intermediate Similarity	0.8177	NPC308931
Intermediate Similarity	0.8162	NPC326422
Intermediate Similarity	0.8122	NPC21429
Intermediate Similarity	0.8122	NPC228835
Intermediate Similarity	0.8111	NPC470677
Intermediate Similarity	0.8101	NPC11126
Intermediate Similarity	0.8098	NPC324091
Intermediate Similarity	0.8066	NPC102755
Intermediate Similarity	0.8065	NPC304203
Intermediate Similarity	0.8046	NPC478182
Intermediate Similarity	0.8033	NPC94752
Intermediate Similarity	0.8032	NPC167710
Intermediate Similarity	0.7989	NPC478185
Intermediate Similarity	0.7977	NPC206819
Intermediate Similarity	0.7977	NPC318065
Intermediate Similarity	0.7966	NPC194411
Intermediate Similarity	0.7955	NPC114637
Intermediate Similarity	0.7953	NPC200214
Intermediate Similarity	0.7943	NPC271797
Intermediate Similarity	0.7943	NPC21174
Intermediate Similarity	0.7941	NPC53947
Intermediate Similarity	0.7939	NPC73767
Intermediate Similarity	0.7919	NPC286427
Intermediate Similarity	0.7917	NPC314372
Intermediate Similarity	0.7917	NPC470440
Intermediate Similarity	0.7914	NPC47190
Intermediate Similarity	0.7904	NPC190296
Intermediate Similarity	0.7901	NPC213468
Intermediate Similarity	0.7892	NPC469768
Intermediate Similarity	0.7892	NPC469779
Intermediate Similarity	0.7892	NPC469761
Intermediate Similarity	0.7892	NPC469783
Intermediate Similarity	0.7892	NPC469780
Intermediate Similarity	0.7892	NPC469784
Intermediate Similarity	0.7892	NPC469767
Intermediate Similarity	0.7877	NPC161861
Intermediate Similarity	0.7874	NPC41257
Intermediate Similarity	0.7874	NPC293487
Intermediate Similarity	0.7865	NPC471943
Intermediate Similarity	0.7853	NPC56233
Intermediate Similarity	0.7849	NPC325903
Intermediate Similarity	0.7844	NPC469766
Intermediate Similarity	0.7841	NPC90723
Intermediate Similarity	0.7841	NPC478184
Intermediate Similarity	0.7836	NPC105818
Intermediate Similarity	0.7836	NPC24678
Intermediate Similarity	0.7833	NPC275305
Intermediate Similarity	0.7833	NPC37423
Intermediate Similarity	0.7831	NPC110126
Intermediate Similarity	0.7829	NPC215584
Intermediate Similarity	0.7829	NPC44773
Intermediate Similarity	0.7828	NPC153980
Intermediate Similarity	0.7828	NPC6865
Intermediate Similarity	0.7818	NPC84911
Intermediate Similarity	0.7796	NPC17059
Intermediate Similarity	0.7778	NPC72956
Intermediate Similarity	0.7778	NPC321911
Intermediate Similarity	0.7771	NPC135141
Intermediate Similarity	0.7771	NPC92796
Intermediate Similarity	0.7765	NPC288838
Intermediate Similarity	0.776	NPC477042
Intermediate Similarity	0.776	NPC237414
Intermediate Similarity	0.776	NPC16659
Intermediate Similarity	0.776	NPC477004
Intermediate Similarity	0.7758	NPC96102
Intermediate Similarity	0.7758	NPC261195
Intermediate Similarity	0.7758	NPC29886
Intermediate Similarity	0.7753	NPC478183
Intermediate Similarity	0.7749	NPC227582
Intermediate Similarity	0.7747	NPC84827
Intermediate Similarity	0.7747	NPC145885
Intermediate Similarity	0.7747	NPC14113
Intermediate Similarity	0.7747	NPC68354
Intermediate Similarity	0.7746	NPC259644
Intermediate Similarity	0.7746	NPC25008
Intermediate Similarity	0.7746	NPC469786
Intermediate Similarity	0.7746	NPC469763
Intermediate Similarity	0.7746	NPC469760
Intermediate Similarity	0.7746	NPC469765
Intermediate Similarity	0.7746	NPC73952
Intermediate Similarity	0.7719	NPC179787
Intermediate Similarity	0.7719	NPC201380
Intermediate Similarity	0.7719	NPC469811
Intermediate Similarity	0.7714	NPC76982
Intermediate Similarity	0.7714	NPC216643
Intermediate Similarity	0.7711	NPC105127
Intermediate Similarity	0.7706	NPC159856
Intermediate Similarity	0.7705	NPC215795
Intermediate Similarity	0.7705	NPC265710
Intermediate Similarity	0.7705	NPC176199
Intermediate Similarity	0.7701	NPC212376
Intermediate Similarity	0.7701	NPC75540
Intermediate Similarity	0.7701	NPC80597
Intermediate Similarity	0.7701	NPC70922
Intermediate Similarity	0.7701	NPC211572
Intermediate Similarity	0.7692	NPC151635
Intermediate Similarity	0.7684	NPC242116
Intermediate Similarity	0.768	NPC300183
Intermediate Similarity	0.7668	NPC74413
Intermediate Similarity	0.7661	NPC63545
Intermediate Similarity	0.766	NPC473666
Intermediate Similarity	0.765	NPC473380
Intermediate Similarity	0.765	NPC471193
Intermediate Similarity	0.765	NPC471194
Intermediate Similarity	0.765	NPC240088
Intermediate Similarity	0.7644	NPC195239
Intermediate Similarity	0.7644	NPC157828
Intermediate Similarity	0.7644	NPC294693
Intermediate Similarity	0.7634	NPC110158
Intermediate Similarity	0.7634	NPC467063
Intermediate Similarity	0.7632	NPC216550
Intermediate Similarity	0.7632	NPC272458
Intermediate Similarity	0.763	NPC33421
Intermediate Similarity	0.7629	NPC252338
Intermediate Similarity	0.7624	NPC471192
Intermediate Similarity	0.7617	NPC131887
Intermediate Similarity	0.7616	NPC471957
Intermediate Similarity	0.7611	NPC63751
Intermediate Similarity	0.7611	NPC78020
Intermediate Similarity	0.7605	NPC251722
Intermediate Similarity	0.7605	NPC314102
Intermediate Similarity	0.7604	NPC11445
Intermediate Similarity	0.7604	NPC79356
Intermediate Similarity	0.7604	NPC102592
Intermediate Similarity	0.7596	NPC267885
Intermediate Similarity	0.7592	NPC267343
Intermediate Similarity	0.7582	NPC252572
Intermediate Similarity	0.7579	NPC138370
Intermediate Similarity	0.7577	NPC153123
Intermediate Similarity	0.7577	NPC201266
Intermediate Similarity	0.7577	NPC220797
Intermediate Similarity	0.7577	NPC474318
Intermediate Similarity	0.7577	NPC475914
Intermediate Similarity	0.7577	NPC268744
Intermediate Similarity	0.7574	NPC59084
Intermediate Similarity	0.7574	NPC279081
Intermediate Similarity	0.7569	NPC32534
Intermediate Similarity	0.7569	NPC91895
Intermediate Similarity	0.7568	NPC88110
Intermediate Similarity	0.7566	NPC321708
Intermediate Similarity	0.7566	NPC103119
Intermediate Similarity	0.7566	NPC213629
Intermediate Similarity	0.7557	NPC469785
Intermediate Similarity	0.7556	NPC49954
Intermediate Similarity	0.7556	NPC474561
Intermediate Similarity	0.7554	NPC157583
Intermediate Similarity	0.7554	NPC237188
Intermediate Similarity	0.7551	NPC476073
Intermediate Similarity	0.7551	NPC260900
Intermediate Similarity	0.7542	NPC265100
Intermediate Similarity	0.7542	NPC317105
Intermediate Similarity	0.7541	NPC149155
Intermediate Similarity	0.7541	NPC469529
Intermediate Similarity	0.7541	NPC203468
Intermediate Similarity	0.7541	NPC110500
Intermediate Similarity	0.7538	NPC166209
Intermediate Similarity	0.7538	NPC77241
Intermediate Similarity	0.7538	NPC269203
Intermediate Similarity	0.7538	NPC13456
Intermediate Similarity	0.7529	NPC473868
Intermediate Similarity	0.7529	NPC63157
Intermediate Similarity	0.7528	NPC470680
Intermediate Similarity	0.7528	NPC100104
Intermediate Similarity	0.7526	NPC154339
Intermediate Similarity	0.7526	NPC34837
Intermediate Similarity	0.7526	NPC95783
Intermediate Similarity	0.7515	NPC82295
Intermediate Similarity	0.7514	NPC469762
Intermediate Similarity	0.7514	NPC126709
Intermediate Similarity	0.7514	NPC248041
Intermediate Similarity	0.7514	NPC248462
Intermediate Similarity	0.7514	NPC201700
Intermediate Similarity	0.7514	NPC236711
Intermediate Similarity	0.7513	NPC278434
Intermediate Similarity	0.75	NPC280852
Intermediate Similarity	0.75	NPC280290
Intermediate Similarity	0.7487	NPC54420
Intermediate Similarity	0.7486	NPC194881
Intermediate Similarity	0.7486	NPC470203
Intermediate Similarity	0.7485	NPC198988
Intermediate Similarity	0.7472	NPC474492
Intermediate Similarity	0.7472	NPC80681
Intermediate Similarity	0.7471	NPC230002
Intermediate Similarity	0.7471	NPC2949
Intermediate Similarity	0.746	NPC62749

Drug Structure

NPD4426 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 5.3138 -1.6407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 -0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0267 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -2.4781 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 -0.2079 -3.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 -1.4328 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -5.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -4.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 4 1 0 0 0 0 2 15 2 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 14 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 21 26 2 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005161
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311258
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.17
ALogP	-1.3189
MLogP	3.22
XLogP	3.837
HDA	4
HBD	2
Rotatable Bonds	6
TPSA	48.13
RO5 Violation	0