NPASS drugs

Drug Information

Drug ID:	NPD4201
Drug Name:
Molecular Formula:	C20H29FN2O2
Canonical SMILES:	CCCCC1CCN(CC1)CCCN1C(=O)COc2c1ccc(c2)F
Standard InCHI:	InChI=1S/C20H29FN2O2/c1-2-3-5-16-8-12-22(13-9-16)10-4-11-23-18-7-6-17(21)14-19(18)25-15-20(23)24/h6-7,14,16H,2-5,8-13,15H2,1H3
Standard InCHIKey:	BWAKMLKESHKOHK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4201

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	178
0.1-0.2	1876
0.2-0.3	9824
0.3-0.4	3184
0.4-0.5	12258
0.5-0.6	3267
0.6-0.7	293
0.7-0.8	10
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	0.7756	NPC168750
Intermediate Similarity	0.7727	NPC476475
Intermediate Similarity	0.7669	NPC315257
Intermediate Similarity	0.747	NPC301163
Intermediate Similarity	0.7358	NPC476462
Intermediate Similarity	0.7267	NPC260601
Intermediate Similarity	0.7257	NPC220560
Intermediate Similarity	0.72	NPC290069
Intermediate Similarity	0.7029	NPC471648
Intermediate Similarity	0.7013	NPC250476
Remote Similarity	0.6943	NPC231382
Remote Similarity	0.6906	NPC314659
Remote Similarity	0.6885	NPC262725
Remote Similarity	0.6882	NPC473004
Remote Similarity	0.6851	NPC197335
Remote Similarity	0.6851	NPC116096
Remote Similarity	0.6825	NPC314948
Remote Similarity	0.6806	NPC67904
Remote Similarity	0.6806	NPC138830
Remote Similarity	0.6798	NPC73280
Remote Similarity	0.6774	NPC473569
Remote Similarity	0.6739	NPC473007
Remote Similarity	0.6738	NPC470483
Remote Similarity	0.6737	NPC478049
Remote Similarity	0.6723	NPC33507
Remote Similarity	0.6708	NPC297584
Remote Similarity	0.6703	NPC87391
Remote Similarity	0.6687	NPC308197
Remote Similarity	0.6667	NPC29650
Remote Similarity	0.6667	NPC470484
Remote Similarity	0.6667	NPC283079
Remote Similarity	0.6667	NPC315632
Remote Similarity	0.6667	NPC470485
Remote Similarity	0.665	NPC329567
Remote Similarity	0.665	NPC330683
Remote Similarity	0.6649	NPC161804
Remote Similarity	0.6646	NPC208022
Remote Similarity	0.6632	NPC230313
Remote Similarity	0.6626	NPC138365
Remote Similarity	0.6622	NPC95977
Remote Similarity	0.6615	NPC112937
Remote Similarity	0.6615	NPC100863
Remote Similarity	0.6605	NPC266425
Remote Similarity	0.6596	NPC473008
Remote Similarity	0.6588	NPC242000
Remote Similarity	0.6579	NPC471825
Remote Similarity	0.6578	NPC21425
Remote Similarity	0.6576	NPC270301
Remote Similarity	0.6573	NPC314861
Remote Similarity	0.6568	NPC189908
Remote Similarity	0.6568	NPC9373
Remote Similarity	0.6557	NPC287152
Remote Similarity	0.6541	NPC98197
Remote Similarity	0.6541	NPC218323
Remote Similarity	0.6538	NPC473432
Remote Similarity	0.6534	NPC320064
Remote Similarity	0.6534	NPC231862
Remote Similarity	0.6534	NPC93653
Remote Similarity	0.6522	NPC70092
Remote Similarity	0.652	NPC77777
Remote Similarity	0.6486	NPC118776
Remote Similarity	0.6485	NPC307682
Remote Similarity	0.648	NPC471652
Remote Similarity	0.6467	NPC212850
Remote Similarity	0.6467	NPC189724
Remote Similarity	0.6467	NPC83289
Remote Similarity	0.6464	NPC471604
Remote Similarity	0.6462	NPC127178
Remote Similarity	0.6461	NPC118511
Remote Similarity	0.6442	NPC274732
Remote Similarity	0.6437	NPC476579
Remote Similarity	0.6432	NPC166169
Remote Similarity	0.6425	NPC24954
Remote Similarity	0.6425	NPC70172
Remote Similarity	0.6425	NPC254700
Remote Similarity	0.6425	NPC299582
Remote Similarity	0.6421	NPC45389
Remote Similarity	0.642	NPC473987
Remote Similarity	0.6414	NPC473422
Remote Similarity	0.6412	NPC247298
Remote Similarity	0.6407	NPC204156
Remote Similarity	0.6404	NPC57105
Remote Similarity	0.64	NPC476580
Remote Similarity	0.6398	NPC472163
Remote Similarity	0.6396	NPC311357
Remote Similarity	0.6382	NPC195787
Remote Similarity	0.6382	NPC246140
Remote Similarity	0.6373	NPC198401
Remote Similarity	0.6373	NPC243626
Remote Similarity	0.6369	NPC314113
Remote Similarity	0.6368	NPC477160
Remote Similarity	0.6368	NPC217294
Remote Similarity	0.6364	NPC471649
Remote Similarity	0.6364	NPC41216
Remote Similarity	0.6359	NPC71124
Remote Similarity	0.6355	NPC159815
Remote Similarity	0.635	NPC478075
Remote Similarity	0.6347	NPC470707
Remote Similarity	0.6337	NPC296085
Remote Similarity	0.6337	NPC245974
Remote Similarity	0.6324	NPC127082
Remote Similarity	0.6324	NPC285941
Remote Similarity	0.6324	NPC473006
Remote Similarity	0.6319	NPC313918
Remote Similarity	0.6313	NPC177404
Remote Similarity	0.6313	NPC473005
Remote Similarity	0.631	NPC288305
Remote Similarity	0.6308	NPC472191
Remote Similarity	0.6292	NPC57512
Remote Similarity	0.6286	NPC65277
Remote Similarity	0.6283	NPC110741
Remote Similarity	0.6281	NPC207971
Remote Similarity	0.6275	NPC264782
Remote Similarity	0.6264	NPC471651
Remote Similarity	0.6263	NPC470586
Remote Similarity	0.625	NPC268077
Remote Similarity	0.625	NPC255253
Remote Similarity	0.625	NPC26872
Remote Similarity	0.6243	NPC469829
Remote Similarity	0.6243	NPC71629
Remote Similarity	0.6236	NPC26850
Remote Similarity	0.6228	NPC205178
Remote Similarity	0.6228	NPC255817
Remote Similarity	0.6228	NPC251454
Remote Similarity	0.6228	NPC196609
Remote Similarity	0.6228	NPC73883
Remote Similarity	0.6228	NPC277042
Remote Similarity	0.6228	NPC230698
Remote Similarity	0.6228	NPC136330
Remote Similarity	0.6225	NPC471532
Remote Similarity	0.6222	NPC191863
Remote Similarity	0.6222	NPC289776
Remote Similarity	0.6222	NPC133470
Remote Similarity	0.6222	NPC315498
Remote Similarity	0.6222	NPC257763
Remote Similarity	0.6222	NPC230942
Remote Similarity	0.622	NPC196026
Remote Similarity	0.622	NPC200555
Remote Similarity	0.6218	NPC28510
Remote Similarity	0.6213	NPC231572
Remote Similarity	0.6209	NPC473502
Remote Similarity	0.6205	NPC132308
Remote Similarity	0.6201	NPC25084
Remote Similarity	0.6201	NPC471122
Remote Similarity	0.6201	NPC247639
Remote Similarity	0.6196	NPC172403
Remote Similarity	0.619	NPC220961
Remote Similarity	0.619	NPC469808
Remote Similarity	0.619	NPC99078
Remote Similarity	0.6188	NPC139506
Remote Similarity	0.6188	NPC292143
Remote Similarity	0.6182	NPC313466
Remote Similarity	0.6176	NPC314682
Remote Similarity	0.6172	NPC288110
Remote Similarity	0.6171	NPC7467
Remote Similarity	0.617	NPC85613
Remote Similarity	0.6169	NPC47059
Remote Similarity	0.6169	NPC165349
Remote Similarity	0.6169	NPC329708
Remote Similarity	0.6169	NPC274291
Remote Similarity	0.6169	NPC264166
Remote Similarity	0.6169	NPC118832
Remote Similarity	0.6168	NPC167096
Remote Similarity	0.6166	NPC174629
Remote Similarity	0.6163	NPC476567
Remote Similarity	0.6163	NPC136860
Remote Similarity	0.6163	NPC128019
Remote Similarity	0.6162	NPC5374
Remote Similarity	0.6158	NPC287208
Remote Similarity	0.6158	NPC302235
Remote Similarity	0.6154	NPC252107
Remote Similarity	0.6154	NPC254957
Remote Similarity	0.6154	NPC471124
Remote Similarity	0.6154	NPC220923
Remote Similarity	0.615	NPC283152
Remote Similarity	0.6149	NPC217277
Remote Similarity	0.6149	NPC328267
Remote Similarity	0.6145	NPC471953
Remote Similarity	0.6145	NPC113946
Remote Similarity	0.6143	NPC10653
Remote Similarity	0.6143	NPC318525
Remote Similarity	0.6143	NPC128115
Remote Similarity	0.6142	NPC272706
Remote Similarity	0.6141	NPC196091
Remote Similarity	0.614	NPC188163
Remote Similarity	0.614	NPC328750
Remote Similarity	0.614	NPC213206
Remote Similarity	0.614	NPC474915
Remote Similarity	0.614	NPC223242
Remote Similarity	0.6139	NPC477161
Remote Similarity	0.6138	NPC190461
Remote Similarity	0.6134	NPC22476
Remote Similarity	0.6133	NPC106786
Remote Similarity	0.6133	NPC85651
Remote Similarity	0.6131	NPC180647
Remote Similarity	0.6131	NPC196708
Remote Similarity	0.6126	NPC313886
Remote Similarity	0.6121	NPC160193
Remote Similarity	0.612	NPC127362
Remote Similarity	0.612	NPC472114

Drug Structure

NPD4201 OpenBabel08211704332D 25 27 0 0 0 0 0 0 0 0999 V2000 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 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 -2.5000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 4 11 1 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 18 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 22 1 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 25 1 0 0 0 0 20 23 1 0 0 0 0 20 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000137
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9928284
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.22
ALogP	-1.8906
MLogP	3.11
XLogP	4.451
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	32.78
RO5 Violation	0