NPASS drugs

Drug Information

Drug ID:	NPD6854
Drug Name:	Piritramide
Molecular Formula:	C27H34N4O
Canonical SMILES:	N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(N1CCCCC1)C(=N)O
Standard InCHI:	InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)
Standard InCHIKey:	IHEHEFLXQFOQJO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6854

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	150
0.1-0.2	986
0.2-0.3	6410
0.3-0.4	14919
0.4-0.5	7003
0.5-0.6	1297
0.6-0.7	125
0.7-0.8	0
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
Remote Similarity	0.6957	NPC311242
Remote Similarity	0.6772	NPC470544
Remote Similarity	0.6726	NPC172128
Remote Similarity	0.6724	NPC25565
Remote Similarity	0.6719	NPC470545
Remote Similarity	0.6667	NPC475439
Remote Similarity	0.6667	NPC470546
Remote Similarity	0.6667	NPC40488
Remote Similarity	0.6667	NPC111428
Remote Similarity	0.6667	NPC473501
Remote Similarity	0.6667	NPC470926
Remote Similarity	0.6641	NPC314192
Remote Similarity	0.6641	NPC71684
Remote Similarity	0.6638	NPC329430
Remote Similarity	0.6613	NPC292758
Remote Similarity	0.6613	NPC65855
Remote Similarity	0.6591	NPC109151
Remote Similarity	0.6522	NPC226438
Remote Similarity	0.6518	NPC203076
Remote Similarity	0.65	NPC474582
Remote Similarity	0.6496	NPC161972
Remote Similarity	0.6496	NPC303045
Remote Similarity	0.6484	NPC33742
Remote Similarity	0.646	NPC471638
Remote Similarity	0.6435	NPC121872
Remote Similarity	0.6435	NPC471307
Remote Similarity	0.6435	NPC316108
Remote Similarity	0.6435	NPC74936
Remote Similarity	0.6435	NPC141139
Remote Similarity	0.6435	NPC159178
Remote Similarity	0.6435	NPC209764
Remote Similarity	0.6435	NPC78041
Remote Similarity	0.6429	NPC319579
Remote Similarity	0.6406	NPC35850
Remote Similarity	0.6406	NPC276949
Remote Similarity	0.6404	NPC12429
Remote Similarity	0.6379	NPC245259
Remote Similarity	0.637	NPC222466
Remote Similarity	0.6364	NPC231986
Remote Similarity	0.6348	NPC470877
Remote Similarity	0.6341	NPC113326
Remote Similarity	0.6341	NPC88267
Remote Similarity	0.6341	NPC224610
Remote Similarity	0.6341	NPC194390
Remote Similarity	0.6338	NPC478140
Remote Similarity	0.6324	NPC101719
Remote Similarity	0.6311	NPC239854
Remote Similarity	0.6304	NPC473322
Remote Similarity	0.629	NPC167336
Remote Similarity	0.629	NPC211551
Remote Similarity	0.629	NPC473418
Remote Similarity	0.629	NPC474695
Remote Similarity	0.6277	NPC477937
Remote Similarity	0.6271	NPC471309
Remote Similarity	0.626	NPC239357
Remote Similarity	0.625	NPC22746
Remote Similarity	0.625	NPC33168
Remote Similarity	0.624	NPC45033
Remote Similarity	0.6231	NPC246904
Remote Similarity	0.623	NPC469457
Remote Similarity	0.6218	NPC58674
Remote Similarity	0.6218	NPC108339
Remote Similarity	0.6214	NPC255447
Remote Similarity	0.6202	NPC474584
Remote Similarity	0.6197	NPC132847
Remote Similarity	0.6195	NPC133162
Remote Similarity	0.6195	NPC169016
Remote Similarity	0.6194	NPC476990
Remote Similarity	0.6194	NPC326232
Remote Similarity	0.6194	NPC200964
Remote Similarity	0.6183	NPC473573
Remote Similarity	0.6174	NPC305602
Remote Similarity	0.6174	NPC60408
Remote Similarity	0.6174	NPC17497
Remote Similarity	0.6167	NPC471319
Remote Similarity	0.6167	NPC471320
Remote Similarity	0.6165	NPC220698
Remote Similarity	0.6159	NPC252794
Remote Similarity	0.6148	NPC202521
Remote Similarity	0.6148	NPC273830
Remote Similarity	0.6143	NPC200589
Remote Similarity	0.6136	NPC14672
Remote Similarity	0.6136	NPC315276
Remote Similarity	0.6136	NPC285926
Remote Similarity	0.6134	NPC322040
Remote Similarity	0.6131	NPC307020
Remote Similarity	0.6127	NPC3202
Remote Similarity	0.6127	NPC313663
Remote Similarity	0.6126	NPC192623
Remote Similarity	0.6121	NPC262393
Remote Similarity	0.6116	NPC472258
Remote Similarity	0.6111	NPC473498
Remote Similarity	0.6111	NPC327481
Remote Similarity	0.6106	NPC104070
Remote Similarity	0.6106	NPC119677
Remote Similarity	0.6103	NPC252878
Remote Similarity	0.6099	NPC259665
Remote Similarity	0.6099	NPC126859
Remote Similarity	0.6099	NPC89769
Remote Similarity	0.6098	NPC228400
Remote Similarity	0.6098	NPC214200
Remote Similarity	0.6094	NPC158854
Remote Similarity	0.609	NPC313449
Remote Similarity	0.6087	NPC258046
Remote Similarity	0.6084	NPC141050
Remote Similarity	0.6069	NPC77992
Remote Similarity	0.6069	NPC132636
Remote Similarity	0.6058	NPC6975
Remote Similarity	0.6058	NPC46427
Remote Similarity	0.6054	NPC161069
Remote Similarity	0.6048	NPC329375
Remote Similarity	0.6048	NPC291610
Remote Similarity	0.6045	NPC264580
Remote Similarity	0.6043	NPC119326
Remote Similarity	0.604	NPC314114
Remote Similarity	0.6034	NPC473031
Remote Similarity	0.6029	NPC475915
Remote Similarity	0.6028	NPC124802
Remote Similarity	0.6018	NPC14326
Remote Similarity	0.6015	NPC82963
Remote Similarity	0.6014	NPC149379
Remote Similarity	0.6	NPC164859
Remote Similarity	0.6	NPC3210
Remote Similarity	0.6	NPC275410
Remote Similarity	0.6	NPC478079
Remote Similarity	0.5986	NPC243162
Remote Similarity	0.5984	NPC474804
Remote Similarity	0.5984	NPC474973
Remote Similarity	0.5984	NPC191215
Remote Similarity	0.5984	NPC130898
Remote Similarity	0.5984	NPC274089
Remote Similarity	0.5983	NPC325441
Remote Similarity	0.597	NPC311737
Remote Similarity	0.597	NPC38458
Remote Similarity	0.596	NPC472100
Remote Similarity	0.5959	NPC316906
Remote Similarity	0.5957	NPC268763
Remote Similarity	0.5957	NPC8305
Remote Similarity	0.5957	NPC66177
Remote Similarity	0.5956	NPC477061
Remote Similarity	0.5956	NPC45777
Remote Similarity	0.5952	NPC150254
Remote Similarity	0.5952	NPC304761
Remote Similarity	0.5952	NPC147000
Remote Similarity	0.5952	NPC275467
Remote Similarity	0.5952	NPC226778
Remote Similarity	0.594	NPC101139
Remote Similarity	0.592	NPC327226
Remote Similarity	0.5918	NPC153007
Remote Similarity	0.5918	NPC239762
Remote Similarity	0.5918	NPC163392
Remote Similarity	0.5915	NPC271808
Remote Similarity	0.5912	NPC316896
Remote Similarity	0.5909	NPC139658
Remote Similarity	0.5906	NPC143516
Remote Similarity	0.5906	NPC67043
Remote Similarity	0.5899	NPC285394
Remote Similarity	0.5894	NPC138775
Remote Similarity	0.589	NPC127741
Remote Similarity	0.5887	NPC319766
Remote Similarity	0.5882	NPC283760
Remote Similarity	0.5882	NPC258627
Remote Similarity	0.5878	NPC329011
Remote Similarity	0.5873	NPC471317
Remote Similarity	0.5873	NPC471310
Remote Similarity	0.5873	NPC202613
Remote Similarity	0.5867	NPC473922
Remote Similarity	0.5862	NPC267237
Remote Similarity	0.5846	NPC24777
Remote Similarity	0.5841	NPC164449
Remote Similarity	0.5841	NPC184030
Remote Similarity	0.584	NPC316797
Remote Similarity	0.5839	NPC478016
Remote Similarity	0.5839	NPC478014
Remote Similarity	0.5839	NPC478015
Remote Similarity	0.5828	NPC472103
Remote Similarity	0.5827	NPC35996
Remote Similarity	0.5827	NPC474082
Remote Similarity	0.5827	NPC472415
Remote Similarity	0.5827	NPC175726
Remote Similarity	0.5821	NPC317254
Remote Similarity	0.5811	NPC476259
Remote Similarity	0.5809	NPC310467
Remote Similarity	0.5806	NPC206592
Remote Similarity	0.5806	NPC122590
Remote Similarity	0.5806	NPC473341
Remote Similarity	0.5806	NPC322598
Remote Similarity	0.5804	NPC300315
Remote Similarity	0.5786	NPC471527
Remote Similarity	0.5779	NPC109787
Remote Similarity	0.5772	NPC476989
Remote Similarity	0.5769	NPC473676
Remote Similarity	0.5769	NPC302790
Remote Similarity	0.5769	NPC96224
Remote Similarity	0.5769	NPC24101
Remote Similarity	0.5766	NPC271642
Remote Similarity	0.5764	NPC130309
Remote Similarity	0.5764	NPC126458
Remote Similarity	0.576	NPC12730
Remote Similarity	0.5755	NPC213126

Drug Structure

NPD6854 OpenBabel08211710072D 34 37 0 0 0 0 0 0 0 0999 V2000 -2.4342 -3.7643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3553 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4771 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2774 -3.2774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5910 -3.2774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8684 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8684 -1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4771 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6338 -1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2774 -2.3038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5910 -2.3038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8947 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8947 -1.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4605 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4605 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4605 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6338 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7906 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9737 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4868 0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4868 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 0.1304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 -1.8169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4079 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6338 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 -0.8432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9474 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4342 1.1041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6338 1.9474 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 2.7906 -0.4868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4771 0.4868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7906 2.4342 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3203 0.9737 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 6 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 15 27 1 0 0 0 0 16 21 1 0 0 0 0 16 27 1 0 0 0 0 17 31 1 0 0 0 0 18 31 1 0 0 0 0 19 30 1 0 0 0 0 20 30 1 0 0 0 0 21 30 1 0 0 0 0 22 26 1 0 0 0 0 22 28 3 0 0 0 0 23 26 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 25 29 2 0 0 0 0 25 32 1 0 0 0 0 27 31 1 0 0 0 0 29 33 1 0 0 0 0 32 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007333
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.27
ALogP	-1.8016
MLogP	3.88
XLogP	7.181
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	74.35
RO5 Violation	1