NPASS drugs

Drug Information

Drug ID:	NPD4396
Drug Name:
Molecular Formula:	C21H21FN2O3
Canonical SMILES:	OC(=O)CCN1CCC(=C2c3ncccc3COc3c2ccc(c3)F)CC1
Standard InCHI:	InChI=1S/C21H21FN2O3/c22-16-3-4-17-18(12-16)27-13-15-2-1-8-23-21(15)20(17)14-5-9-24(10-6-14)11-7-19(25)26/h1-4,8,12H,5-7,9-11,13H2,(H,25,26)
Standard InCHIKey:	VNMVYPKXIOJAGS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4396

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	255
0.1-0.2	1572
0.2-0.3	9562
0.3-0.4	3253
0.4-0.5	11697
0.5-0.6	3031
0.6-0.7	1313
0.7-0.8	206
0.8-0.85	1
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	0.8167	NPC471178
Intermediate Similarity	0.7956	NPC471177
Intermediate Similarity	0.7956	NPC59779
Intermediate Similarity	0.7956	NPC124542
Intermediate Similarity	0.7811	NPC264166
Intermediate Similarity	0.7811	NPC274291
Intermediate Similarity	0.7811	NPC329708
Intermediate Similarity	0.7811	NPC16452
Intermediate Similarity	0.7811	NPC118832
Intermediate Similarity	0.7811	NPC36229
Intermediate Similarity	0.7811	NPC47059
Intermediate Similarity	0.7811	NPC165349
Intermediate Similarity	0.7811	NPC476581
Intermediate Similarity	0.7805	NPC112206
Intermediate Similarity	0.7805	NPC202605
Intermediate Similarity	0.7755	NPC289786
Intermediate Similarity	0.7707	NPC290689
Intermediate Similarity	0.7704	NPC195268
Intermediate Similarity	0.7704	NPC133140
Intermediate Similarity	0.7703	NPC473822
Intermediate Similarity	0.7663	NPC177404
Intermediate Similarity	0.7662	NPC31930
Intermediate Similarity	0.765	NPC476578
Intermediate Similarity	0.765	NPC4071
Intermediate Similarity	0.765	NPC476582
Intermediate Similarity	0.7633	NPC53069
Intermediate Similarity	0.7633	NPC472098
Intermediate Similarity	0.7633	NPC202768
Intermediate Similarity	0.7633	NPC296482
Intermediate Similarity	0.7598	NPC472111
Intermediate Similarity	0.7588	NPC473053
Intermediate Similarity	0.7569	NPC255800
Intermediate Similarity	0.7569	NPC96584
Intermediate Similarity	0.7561	NPC193238
Intermediate Similarity	0.7558	NPC201508
Intermediate Similarity	0.755	NPC224928
Intermediate Similarity	0.7548	NPC171409
Intermediate Similarity	0.7548	NPC96405
Intermediate Similarity	0.7539	NPC283152
Intermediate Similarity	0.7525	NPC477019
Intermediate Similarity	0.7513	NPC121658
Intermediate Similarity	0.7513	NPC219963
Intermediate Similarity	0.7513	NPC470474
Intermediate Similarity	0.7513	NPC14651
Intermediate Similarity	0.7488	NPC174672
Intermediate Similarity	0.7487	NPC307963
Intermediate Similarity	0.7476	NPC313189
Intermediate Similarity	0.7475	NPC287437
Intermediate Similarity	0.746	NPC476518
Intermediate Similarity	0.7453	NPC314270
Intermediate Similarity	0.7441	NPC152768
Intermediate Similarity	0.7441	NPC148183
Intermediate Similarity	0.744	NPC475910
Intermediate Similarity	0.7436	NPC320394
Intermediate Similarity	0.743	NPC60621
Intermediate Similarity	0.7423	NPC161887
Intermediate Similarity	0.7423	NPC266551
Intermediate Similarity	0.7413	NPC251090
Intermediate Similarity	0.7404	NPC469589
Intermediate Similarity	0.7391	NPC135549
Intermediate Similarity	0.7387	NPC92111
Intermediate Similarity	0.7387	NPC469390
Intermediate Similarity	0.7383	NPC472099
Intermediate Similarity	0.7383	NPC128115
Intermediate Similarity	0.7356	NPC82548
Intermediate Similarity	0.7353	NPC234197
Intermediate Similarity	0.7343	NPC470164
Intermediate Similarity	0.7343	NPC323345
Intermediate Similarity	0.734	NPC97367
Intermediate Similarity	0.7337	NPC26872
Intermediate Similarity	0.7337	NPC76748
Intermediate Similarity	0.7336	NPC213530
Intermediate Similarity	0.7336	NPC193267
Intermediate Similarity	0.733	NPC475774
Intermediate Similarity	0.7323	NPC66083
Intermediate Similarity	0.7321	NPC174758
Intermediate Similarity	0.7312	NPC26850
Intermediate Similarity	0.7306	NPC203754
Intermediate Similarity	0.7306	NPC150048
Intermediate Similarity	0.7306	NPC288943
Intermediate Similarity	0.7299	NPC251160
Intermediate Similarity	0.7299	NPC264176
Intermediate Similarity	0.7295	NPC285558
Intermediate Similarity	0.7295	NPC289086
Intermediate Similarity	0.7292	NPC111624
Intermediate Similarity	0.729	NPC96321
Intermediate Similarity	0.7289	NPC99891
Intermediate Similarity	0.7286	NPC296527
Intermediate Similarity	0.7281	NPC322482
Intermediate Similarity	0.7273	NPC84508
Intermediate Similarity	0.7269	NPC310118
Intermediate Similarity	0.7268	NPC329793
Intermediate Similarity	0.7268	NPC315957
Intermediate Similarity	0.7264	NPC476287
Intermediate Similarity	0.7264	NPC236668
Intermediate Similarity	0.726	NPC475841
Intermediate Similarity	0.726	NPC474145
Intermediate Similarity	0.7259	NPC207851
Intermediate Similarity	0.7252	NPC473105
Intermediate Similarity	0.7241	NPC13880
Intermediate Similarity	0.7238	NPC471323
Intermediate Similarity	0.723	NPC146976
Intermediate Similarity	0.7228	NPC79293
Intermediate Similarity	0.7228	NPC279401
Intermediate Similarity	0.722	NPC123395
Intermediate Similarity	0.7209	NPC473041
Intermediate Similarity	0.7207	NPC474192
Intermediate Similarity	0.7207	NPC475720
Intermediate Similarity	0.7206	NPC90229
Intermediate Similarity	0.7206	NPC156704
Intermediate Similarity	0.7206	NPC267928
Intermediate Similarity	0.7204	NPC123976
Intermediate Similarity	0.7204	NPC470020
Intermediate Similarity	0.7204	NPC11464
Intermediate Similarity	0.7204	NPC471304
Intermediate Similarity	0.7204	NPC167860
Intermediate Similarity	0.7194	NPC222592
Intermediate Similarity	0.7194	NPC168486
Intermediate Similarity	0.719	NPC287208
Intermediate Similarity	0.7186	NPC61350
Intermediate Similarity	0.7184	NPC176538
Intermediate Similarity	0.7183	NPC471080
Intermediate Similarity	0.7183	NPC469592
Intermediate Similarity	0.7183	NPC478074
Intermediate Similarity	0.7182	NPC110151
Intermediate Similarity	0.7178	NPC141915
Intermediate Similarity	0.7178	NPC280964
Intermediate Similarity	0.7178	NPC114335
Intermediate Similarity	0.7173	NPC108469
Intermediate Similarity	0.7172	NPC284559
Intermediate Similarity	0.7163	NPC469440
Intermediate Similarity	0.7163	NPC200836
Intermediate Similarity	0.7158	NPC473057
Intermediate Similarity	0.7156	NPC122463
Intermediate Similarity	0.715	NPC232727
Intermediate Similarity	0.7149	NPC311906
Intermediate Similarity	0.7143	NPC226202
Intermediate Similarity	0.7143	NPC475835
Intermediate Similarity	0.7143	NPC25899
Intermediate Similarity	0.7143	NPC174049
Intermediate Similarity	0.7143	NPC54066
Intermediate Similarity	0.7143	NPC329541
Intermediate Similarity	0.7136	NPC20249
Intermediate Similarity	0.7131	NPC328928
Intermediate Similarity	0.713	NPC173080
Intermediate Similarity	0.7117	NPC469792
Intermediate Similarity	0.7116	NPC274982
Intermediate Similarity	0.7114	NPC44354
Intermediate Similarity	0.7109	NPC470931
Intermediate Similarity	0.7105	NPC48192
Intermediate Similarity	0.7103	NPC266931
Intermediate Similarity	0.7101	NPC329747
Intermediate Similarity	0.7094	NPC326930
Intermediate Similarity	0.7094	NPC475301
Intermediate Similarity	0.7089	NPC208284
Intermediate Similarity	0.7087	NPC107123
Intermediate Similarity	0.7085	NPC62069
Intermediate Similarity	0.7078	NPC210434
Intermediate Similarity	0.7077	NPC312872
Intermediate Similarity	0.7065	NPC74382
Intermediate Similarity	0.7065	NPC206251
Intermediate Similarity	0.7064	NPC13603
Intermediate Similarity	0.7062	NPC249614
Intermediate Similarity	0.7061	NPC119134
Intermediate Similarity	0.7059	NPC103230
Intermediate Similarity	0.7051	NPC23614
Intermediate Similarity	0.7051	NPC469594
Intermediate Similarity	0.7051	NPC100079
Intermediate Similarity	0.7043	NPC472434
Intermediate Similarity	0.7042	NPC309845
Intermediate Similarity	0.7037	NPC469928
Intermediate Similarity	0.7037	NPC170114
Intermediate Similarity	0.7037	NPC288349
Intermediate Similarity	0.7033	NPC211813
Intermediate Similarity	0.7033	NPC295898
Intermediate Similarity	0.703	NPC183805
Intermediate Similarity	0.7027	NPC186351
Intermediate Similarity	0.7023	NPC317752
Intermediate Similarity	0.7023	NPC151781
Intermediate Similarity	0.7023	NPC316181
Intermediate Similarity	0.7023	NPC74562
Intermediate Similarity	0.7021	NPC85879
Intermediate Similarity	0.7021	NPC53255
Intermediate Similarity	0.7021	NPC472435
Intermediate Similarity	0.7019	NPC19872
Intermediate Similarity	0.7019	NPC315491
Intermediate Similarity	0.7019	NPC45459
Intermediate Similarity	0.7019	NPC121772
Intermediate Similarity	0.7018	NPC475816
Intermediate Similarity	0.7018	NPC315804
Intermediate Similarity	0.7018	NPC313804
Intermediate Similarity	0.7015	NPC171171
Intermediate Similarity	0.7015	NPC194040
Intermediate Similarity	0.7014	NPC21638
Intermediate Similarity	0.7014	NPC309498
Intermediate Similarity	0.701	NPC314940
Intermediate Similarity	0.701	NPC99666
Intermediate Similarity	0.701	NPC473764
Intermediate Similarity	0.7009	NPC300114
Intermediate Similarity	0.7005	NPC211997

Drug Structure

NPD4396 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 1.1781 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4450 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2236 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2680 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 4.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 3.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7131 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1340 -2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 0.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4461 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5350 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7575 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 5.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 -0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4017 -1.5644 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 -1.6340 2.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0980 5.7537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 5.7537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1340 -2.4369 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 6.7537 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 15 1 0 0 0 0 3 4 2 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 10 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 19 1 0 0 0 0 8 23 2 0 0 0 0 9 24 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012931
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3081352
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.15
ALogP	0.768
MLogP	3.11
XLogP	2.223
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	62.66
RO5 Violation	0