NPASS drugs

Drug Information

Drug ID:	NPD5655
Drug Name:
Molecular Formula:	C23H29F2N3O
Canonical SMILES:	CCN=C(N1CCN(CC1)CCCC(c1ccc(cc1)F)c1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C23H29F2N3O/c1-2-26-23(29)28-16-14-27(15-17-28)13-3-4-22(18-5-9-20(24)10-6-18)19-7-11-21(25)12-8-19/h5-12,22H,2-4,13-17H2,1H3,(H,26,29)
Standard InCHIKey:	NNAIYOXJNVGUOM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5655

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	143
0.1-0.2	1145
0.2-0.3	7855
0.3-0.4	14075
0.4-0.5	6414
0.5-0.6	1128
0.6-0.7	125
0.7-0.8	5
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	0.7429	NPC108339
Intermediate Similarity	0.7358	NPC471319
Intermediate Similarity	0.7358	NPC471320
Intermediate Similarity	0.7308	NPC470926
Intermediate Similarity	0.7009	NPC322040
Remote Similarity	0.6991	NPC473418
Remote Similarity	0.699	NPC203076
Remote Similarity	0.6863	NPC104070
Remote Similarity	0.6852	NPC7067
Remote Similarity	0.6832	NPC231986
Remote Similarity	0.6789	NPC329430
Remote Similarity	0.6783	NPC45033
Remote Similarity	0.6765	NPC14326
Remote Similarity	0.6752	NPC65855
Remote Similarity	0.6752	NPC292758
Remote Similarity	0.6729	NPC172128
Remote Similarity	0.6726	NPC239854
Remote Similarity	0.6697	NPC471309
Remote Similarity	0.6696	NPC167336
Remote Similarity	0.6667	NPC311242
Remote Similarity	0.6639	NPC470544
Remote Similarity	0.6637	NPC474582
Remote Similarity	0.6635	NPC133162
Remote Similarity	0.6604	NPC17497
Remote Similarity	0.6604	NPC473031
Remote Similarity	0.6604	NPC305602
Remote Similarity	0.6585	NPC470545
Remote Similarity	0.6542	NPC12429
Remote Similarity	0.6532	NPC220698
Remote Similarity	0.6532	NPC470546
Remote Similarity	0.6508	NPC273830
Remote Similarity	0.65	NPC271642
Remote Similarity	0.6486	NPC161972
Remote Similarity	0.6486	NPC303045
Remote Similarity	0.6481	NPC470877
Remote Similarity	0.6476	NPC169016
Remote Similarity	0.6466	NPC469974
Remote Similarity	0.6449	NPC471638
Remote Similarity	0.6449	NPC60408
Remote Similarity	0.6435	NPC291610
Remote Similarity	0.6429	NPC25565
Remote Similarity	0.6422	NPC78041
Remote Similarity	0.6422	NPC141139
Remote Similarity	0.6422	NPC159178
Remote Similarity	0.6422	NPC74936
Remote Similarity	0.6422	NPC209764
Remote Similarity	0.6422	NPC121872
Remote Similarity	0.6422	NPC471307
Remote Similarity	0.6415	NPC3210
Remote Similarity	0.641	NPC143516
Remote Similarity	0.641	NPC474695
Remote Similarity	0.64	NPC98976
Remote Similarity	0.6396	NPC469330
Remote Similarity	0.6391	NPC325479
Remote Similarity	0.6381	NPC119677
Remote Similarity	0.6381	NPC474088
Remote Similarity	0.6378	NPC71684
Remote Similarity	0.6372	NPC473501
Remote Similarity	0.6372	NPC475439
Remote Similarity	0.6372	NPC472258
Remote Similarity	0.6364	NPC245259
Remote Similarity	0.6364	NPC244738
Remote Similarity	0.6356	NPC474804
Remote Similarity	0.6356	NPC130898
Remote Similarity	0.6356	NPC474973
Remote Similarity	0.6355	NPC258046
Remote Similarity	0.6348	NPC469457
Remote Similarity	0.6337	NPC139658
Remote Similarity	0.6293	NPC329375
Remote Similarity	0.629	NPC288232
Remote Similarity	0.6283	NPC317400
Remote Similarity	0.6277	NPC132636
Remote Similarity	0.627	NPC264580
Remote Similarity	0.626	NPC477937
Remote Similarity	0.6239	NPC262393
Remote Similarity	0.6228	NPC33168
Remote Similarity	0.6216	NPC226438
Remote Similarity	0.621	NPC246904
Remote Similarity	0.6202	NPC109151
Remote Similarity	0.6195	NPC58674
Remote Similarity	0.619	NPC192209
Remote Similarity	0.6176	NPC313352
Remote Similarity	0.6172	NPC27833
Remote Similarity	0.6172	NPC326232
Remote Similarity	0.6165	NPC473322
Remote Similarity	0.6161	NPC473661
Remote Similarity	0.616	NPC473573
Remote Similarity	0.6148	NPC32858
Remote Similarity	0.6148	NPC194857
Remote Similarity	0.6134	NPC474559
Remote Similarity	0.6127	NPC314114
Remote Similarity	0.6126	NPC316108
Remote Similarity	0.6124	NPC314192
Remote Similarity	0.6124	NPC475915
Remote Similarity	0.6116	NPC473676
Remote Similarity	0.6111	NPC239357
Remote Similarity	0.6107	NPC307020
Remote Similarity	0.6105	NPC22786
Remote Similarity	0.609	NPC478079
Remote Similarity	0.6083	NPC274089
Remote Similarity	0.6083	NPC191215
Remote Similarity	0.6083	NPC473498
Remote Similarity	0.6083	NPC471447
Remote Similarity	0.608	NPC33742
Remote Similarity	0.6078	NPC276699
Remote Similarity	0.6074	NPC255447
Remote Similarity	0.6066	NPC158854
Remote Similarity	0.6058	NPC12857
Remote Similarity	0.605	NPC88267
Remote Similarity	0.605	NPC113326
Remote Similarity	0.605	NPC224610
Remote Similarity	0.605	NPC194390
Remote Similarity	0.605	NPC275467
Remote Similarity	0.6047	NPC200964
Remote Similarity	0.6047	NPC476990
Remote Similarity	0.6045	NPC111428
Remote Similarity	0.6042	NPC113670
Remote Similarity	0.604	NPC54269
Remote Similarity	0.602	NPC267443
Remote Similarity	0.6	NPC211551
Remote Similarity	0.6	NPC200589
Remote Similarity	0.6	NPC246588
Remote Similarity	0.6	NPC276949
Remote Similarity	0.6	NPC159661
Remote Similarity	0.6	NPC210849
Remote Similarity	0.6	NPC35850
Remote Similarity	0.6	NPC316896
Remote Similarity	0.6	NPC229235
Remote Similarity	0.6	NPC202521
Remote Similarity	0.6	NPC135924
Remote Similarity	0.5985	NPC285394
Remote Similarity	0.5984	NPC315276
Remote Similarity	0.5984	NPC14672
Remote Similarity	0.5984	NPC164802
Remote Similarity	0.5984	NPC285926
Remote Similarity	0.598	NPC112609
Remote Similarity	0.598	NPC113000
Remote Similarity	0.598	NPC299134
Remote Similarity	0.598	NPC122327
Remote Similarity	0.5979	NPC32312
Remote Similarity	0.5979	NPC198023
Remote Similarity	0.5979	NPC155172
Remote Similarity	0.5968	NPC475013
Remote Similarity	0.5966	NPC474430
Remote Similarity	0.5962	NPC249018
Remote Similarity	0.5962	NPC3190
Remote Similarity	0.5962	NPC290638
Remote Similarity	0.5956	NPC259665
Remote Similarity	0.5956	NPC126859
Remote Similarity	0.5956	NPC89769
Remote Similarity	0.5954	NPC169485
Remote Similarity	0.5954	NPC84281
Remote Similarity	0.5954	NPC213126
Remote Similarity	0.5954	NPC252878
Remote Similarity	0.5954	NPC291027
Remote Similarity	0.5954	NPC317474
Remote Similarity	0.5943	NPC164449
Remote Similarity	0.5943	NPC184030
Remote Similarity	0.5943	NPC475289
Remote Similarity	0.5943	NPC475573
Remote Similarity	0.594	NPC101719
Remote Similarity	0.5932	NPC214200
Remote Similarity	0.5932	NPC316797
Remote Similarity	0.5932	NPC228400
Remote Similarity	0.5926	NPC477770
Remote Similarity	0.5926	NPC268763
Remote Similarity	0.5926	NPC66177
Remote Similarity	0.5926	NPC8305
Remote Similarity	0.5923	NPC302169
Remote Similarity	0.5913	NPC256452
Remote Similarity	0.5912	NPC257390
Remote Similarity	0.5909	NPC6975
Remote Similarity	0.5909	NPC46427
Remote Similarity	0.59	NPC213570
Remote Similarity	0.59	NPC139416
Remote Similarity	0.59	NPC246822
Remote Similarity	0.5887	NPC319579
Remote Similarity	0.5876	NPC88566
Remote Similarity	0.5876	NPC45756
Remote Similarity	0.5873	NPC187036
Remote Similarity	0.5873	NPC476048
Remote Similarity	0.5873	NPC296163
Remote Similarity	0.587	NPC313663
Remote Similarity	0.5865	NPC222466
Remote Similarity	0.5854	NPC24101
Remote Similarity	0.5854	NPC96224
Remote Similarity	0.5852	NPC476950
Remote Similarity	0.585	NPC321617
Remote Similarity	0.5845	NPC243162
Remote Similarity	0.5842	NPC72670
Remote Similarity	0.5833	NPC73637
Remote Similarity	0.5833	NPC202613
Remote Similarity	0.5833	NPC471317
Remote Similarity	0.5833	NPC121478
Remote Similarity	0.5833	NPC471310
Remote Similarity	0.5826	NPC474974
Remote Similarity	0.582	NPC327481
Remote Similarity	0.5816	NPC291066
Remote Similarity	0.581	NPC325662
Remote Similarity	0.581	NPC98269

Drug Structure

NPD5655 OpenBabel08211708292D 30 32 0 0 0 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -1.7321 -0.0000 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 -0.5000 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 -4.3301 -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 -4.3301 -3.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 4 22 1 0 0 0 0 5 9 1 0 0 0 0 5 18 2 0 0 0 0 6 10 2 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 19 2 0 0 0 0 8 12 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 23 26 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010648
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	73333
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.23
ALogP	0.9213
MLogP	3.33
XLogP	6.828
HDA	4
HBD	1
Rotatable Bonds	12
TPSA	39.07
RO5 Violation	1