NPASS drugs

Drug Information

Drug ID:	NPD3940
Drug Name:
Molecular Formula:	C20H22FN3O4
Canonical SMILES:	N[C@@H]1CN(CC21CCC2)c1c(F)cc2c3c1OC[C@@H](n3cc(c2=O)C(=O)O)C
Standard InCHI:	InChI=1S/C20H22FN3O4/c1-10-8-28-18-15-11(17(25)12(19(26)27)6-24(10)15)5-13(21)16(18)23-7-14(22)20(9-23)3-2-4-20/h5-6,10,14H,2-4,7-9,22H2,1H3,(H,26,27)/t10-,14+/m0/s1
Standard InCHIKey:	UGGPRXAHUOKTKV-IINYFYTJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3940

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	250
0.1-0.2	1398
0.2-0.3	5883
0.3-0.4	7296
0.4-0.5	9858
0.5-0.6	5678
0.6-0.7	491
0.7-0.8	34
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9282	NPC330683
High Similarity	0.9282	NPC329567
Intermediate Similarity	0.7642	NPC195787
Intermediate Similarity	0.7642	NPC246140
Intermediate Similarity	0.7563	NPC292265
Intermediate Similarity	0.756	NPC218733
Intermediate Similarity	0.756	NPC132874
Intermediate Similarity	0.756	NPC138615
Intermediate Similarity	0.756	NPC265642
Intermediate Similarity	0.7442	NPC478075
Intermediate Similarity	0.7353	NPC314659
Intermediate Similarity	0.7336	NPC1464
Intermediate Similarity	0.7311	NPC112937
Intermediate Similarity	0.7304	NPC197335
Intermediate Similarity	0.729	NPC469732
Intermediate Similarity	0.7246	NPC87391
Intermediate Similarity	0.7225	NPC5630
Intermediate Similarity	0.7214	NPC318183
Intermediate Similarity	0.7198	NPC316141
Intermediate Similarity	0.7149	NPC115588
Intermediate Similarity	0.711	NPC87714
Intermediate Similarity	0.7109	NPC22476
Intermediate Similarity	0.7106	NPC151171
Intermediate Similarity	0.7104	NPC269449
Intermediate Similarity	0.7098	NPC234772
Intermediate Similarity	0.7085	NPC30749
Intermediate Similarity	0.708	NPC222046
Intermediate Similarity	0.7074	NPC19175
Intermediate Similarity	0.7059	NPC475133
Intermediate Similarity	0.7051	NPC232600
Intermediate Similarity	0.7048	NPC476069
Intermediate Similarity	0.704	NPC127996
Intermediate Similarity	0.704	NPC119722
Intermediate Similarity	0.7028	NPC203628
Intermediate Similarity	0.7021	NPC154922
Intermediate Similarity	0.7	NPC122886
Remote Similarity	0.6991	NPC100863
Remote Similarity	0.6991	NPC195636
Remote Similarity	0.6991	NPC126556
Remote Similarity	0.6978	NPC176113
Remote Similarity	0.6977	NPC303214
Remote Similarity	0.6971	NPC116096
Remote Similarity	0.6971	NPC270301
Remote Similarity	0.6964	NPC305542
Remote Similarity	0.6962	NPC301501
Remote Similarity	0.696	NPC77777
Remote Similarity	0.6955	NPC475147
Remote Similarity	0.6949	NPC291173
Remote Similarity	0.6943	NPC128476
Remote Similarity	0.6942	NPC8467
Remote Similarity	0.6915	NPC257763
Remote Similarity	0.6894	NPC139373
Remote Similarity	0.6892	NPC212123
Remote Similarity	0.6887	NPC21425
Remote Similarity	0.688	NPC223242
Remote Similarity	0.6875	NPC469451
Remote Similarity	0.6875	NPC474366
Remote Similarity	0.6875	NPC113455
Remote Similarity	0.6867	NPC13249
Remote Similarity	0.6867	NPC471513
Remote Similarity	0.6862	NPC469450
Remote Similarity	0.6856	NPC475609
Remote Similarity	0.6856	NPC288110
Remote Similarity	0.6847	NPC477161
Remote Similarity	0.6844	NPC218303
Remote Similarity	0.684	NPC262725
Remote Similarity	0.6835	NPC160113
Remote Similarity	0.6835	NPC476220
Remote Similarity	0.6828	NPC189661
Remote Similarity	0.6822	NPC45389
Remote Similarity	0.6818	NPC329932
Remote Similarity	0.6809	NPC477397
Remote Similarity	0.6805	NPC469452
Remote Similarity	0.6805	NPC469722
Remote Similarity	0.679	NPC120239
Remote Similarity	0.6782	NPC93653
Remote Similarity	0.6778	NPC314702
Remote Similarity	0.6757	NPC41216
Remote Similarity	0.6752	NPC476436
Remote Similarity	0.6746	NPC127082
Remote Similarity	0.6745	NPC97584
Remote Similarity	0.674	NPC470481
Remote Similarity	0.674	NPC470482
Remote Similarity	0.673	NPC472163
Remote Similarity	0.6729	NPC14994
Remote Similarity	0.6724	NPC7560
Remote Similarity	0.6722	NPC476258
Remote Similarity	0.6722	NPC304837
Remote Similarity	0.6712	NPC316282
Remote Similarity	0.6711	NPC114468
Remote Similarity	0.6709	NPC231924
Remote Similarity	0.6708	NPC131977
Remote Similarity	0.6682	NPC166169
Remote Similarity	0.6681	NPC148391
Remote Similarity	0.6667	NPC477395
Remote Similarity	0.6667	NPC293458
Remote Similarity	0.6667	NPC474059
Remote Similarity	0.6667	NPC198160
Remote Similarity	0.6653	NPC473458
Remote Similarity	0.6652	NPC268077
Remote Similarity	0.6636	NPC41488
Remote Similarity	0.6633	NPC241392
Remote Similarity	0.6622	NPC138830
Remote Similarity	0.6621	NPC230313
Remote Similarity	0.6611	NPC476429
Remote Similarity	0.6609	NPC316297
Remote Similarity	0.6609	NPC66191
Remote Similarity	0.6609	NPC2905
Remote Similarity	0.6609	NPC314817
Remote Similarity	0.6608	NPC477160
Remote Similarity	0.6607	NPC207971
Remote Similarity	0.6604	NPC85613
Remote Similarity	0.6604	NPC5167
Remote Similarity	0.6595	NPC87560
Remote Similarity	0.6595	NPC134702
Remote Similarity	0.6594	NPC116178
Remote Similarity	0.6589	NPC302235
Remote Similarity	0.6588	NPC186669
Remote Similarity	0.6583	NPC329631
Remote Similarity	0.6581	NPC76478
Remote Similarity	0.6581	NPC118189
Remote Similarity	0.6579	NPC25961
Remote Similarity	0.6578	NPC301292
Remote Similarity	0.6578	NPC313112
Remote Similarity	0.657	NPC127362
Remote Similarity	0.6569	NPC301163
Remote Similarity	0.6567	NPC219397
Remote Similarity	0.6565	NPC321166
Remote Similarity	0.6565	NPC217903
Remote Similarity	0.6561	NPC161804
Remote Similarity	0.656	NPC25401
Remote Similarity	0.6545	NPC198401
Remote Similarity	0.6545	NPC477393
Remote Similarity	0.6542	NPC159963
Remote Similarity	0.654	NPC285254
Remote Similarity	0.6538	NPC167724
Remote Similarity	0.6538	NPC224970
Remote Similarity	0.6538	NPC33507
Remote Similarity	0.6538	NPC223595
Remote Similarity	0.6526	NPC283810
Remote Similarity	0.6524	NPC195120
Remote Similarity	0.6524	NPC184408
Remote Similarity	0.6524	NPC182853
Remote Similarity	0.6522	NPC299582
Remote Similarity	0.652	NPC123241
Remote Similarity	0.652	NPC61013
Remote Similarity	0.6516	NPC170333
Remote Similarity	0.6513	NPC470480
Remote Similarity	0.6509	NPC470002
Remote Similarity	0.6509	NPC470001
Remote Similarity	0.6504	NPC470484
Remote Similarity	0.65	NPC470485
Remote Similarity	0.65	NPC203972
Remote Similarity	0.6498	NPC477394
Remote Similarity	0.6494	NPC268223
Remote Similarity	0.6492	NPC477396
Remote Similarity	0.6491	NPC285192
Remote Similarity	0.649	NPC472115
Remote Similarity	0.649	NPC472114
Remote Similarity	0.6489	NPC15987
Remote Similarity	0.6488	NPC36495
Remote Similarity	0.6488	NPC193410
Remote Similarity	0.6486	NPC90967
Remote Similarity	0.6484	NPC1820
Remote Similarity	0.6483	NPC148124
Remote Similarity	0.6481	NPC473007
Remote Similarity	0.6479	NPC99043
Remote Similarity	0.6479	NPC218594
Remote Similarity	0.6478	NPC208522
Remote Similarity	0.6473	NPC67904
Remote Similarity	0.6471	NPC469816
Remote Similarity	0.6471	NPC469815
Remote Similarity	0.6471	NPC243626
Remote Similarity	0.6468	NPC157983
Remote Similarity	0.6468	NPC472099
Remote Similarity	0.6468	NPC118154
Remote Similarity	0.6456	NPC248117
Remote Similarity	0.6455	NPC473004
Remote Similarity	0.6453	NPC314222
Remote Similarity	0.6453	NPC196449
Remote Similarity	0.6441	NPC99724
Remote Similarity	0.6438	NPC473008
Remote Similarity	0.6436	NPC314223
Remote Similarity	0.6429	NPC244543
Remote Similarity	0.6423	NPC475844
Remote Similarity	0.6417	NPC274640
Remote Similarity	0.6416	NPC288759
Remote Similarity	0.6414	NPC67401
Remote Similarity	0.6414	NPC251071
Remote Similarity	0.641	NPC314914
Remote Similarity	0.641	NPC321226
Remote Similarity	0.641	NPC478047
Remote Similarity	0.641	NPC478046
Remote Similarity	0.641	NPC328856
Remote Similarity	0.641	NPC180210
Remote Similarity	0.641	NPC471197
Remote Similarity	0.6409	NPC28510
Remote Similarity	0.6409	NPC470483
Remote Similarity	0.6408	NPC476443
Remote Similarity	0.6408	NPC133817

Drug Structure

NPD3940 OpenBabel08211704332D 31 35 0 0 1 0 0 0 0 0999 V2000 -5.8112 0.9015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9719 -0.0000 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 0.9719 0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7500 3.8721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4908 2.8439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7139 2.3730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1315 0.6397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9599 0.8198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9003 1.2524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6694 3.5302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3336 3.8030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9992 3.2565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1520 1.9318 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8266 2.5712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1564 2.2974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4259 4.1468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0662 1.9425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0849 4.4175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0870 3.6006 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.0180 2.3730 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4011 1.6858 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7422 2.2172 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2699 5.1081 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4704 5.1688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0428 4.5741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2244 0.9777 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8331 1.8437 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0688 3.3435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3862 5.4819 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 12 2 0 0 0 0 6 24 1 0 0 0 0 7 14 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 28 1 0 0 0 0 9 20 1 0 0 0 0 9 23 1 0 0 0 0 10 1 1 6 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 16 2 0 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 14 22 1 1 0 0 0 15 18 2 0 0 0 0 15 24 1 0 0 0 0 16 18 1 0 0 0 0 16 23 1 0 0 0 0 17 25 2 0 0 0 0 18 28 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010542
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122823
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.16
ALogP	-1.698
MLogP	2.78
XLogP	2.177
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	96.1
RO5 Violation	0