NPASS drugs

Drug Information

Drug ID:	NPD6225
Drug Name:
Molecular Formula:	C25H26N2O
Canonical SMILES:	N#Cc1ccc2c(c1)C1=C(CCN(CC1)CC1CCCC1)c1c(O2)cccc1
Standard InCHI:	InChI=1S/C25H26N2O/c26-16-19-9-10-25-23(15-19)21-12-14-27(17-18-5-1-2-6-18)13-11-20(21)22-7-3-4-8-24(22)28-25/h3-4,7-10,15,18H,1-2,5-6,11-14,17H2
Standard InCHIKey:	MUAHMQUPOQGKOQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6225

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	282
0.1-0.2	1410
0.2-0.3	6415
0.3-0.4	6865
0.4-0.5	5463
0.5-0.6	8794
0.6-0.7	1641
0.7-0.8	20
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	0.7826	NPC283079
Intermediate Similarity	0.7692	NPC167944
Intermediate Similarity	0.7692	NPC231884
Intermediate Similarity	0.7692	NPC42793
Intermediate Similarity	0.7426	NPC321133
Intermediate Similarity	0.7365	NPC323204
Intermediate Similarity	0.7338	NPC255253
Intermediate Similarity	0.7338	NPC328267
Intermediate Similarity	0.7287	NPC326801
Intermediate Similarity	0.7174	NPC263835
Intermediate Similarity	0.7143	NPC11147
Intermediate Similarity	0.7133	NPC172403
Intermediate Similarity	0.7124	NPC473934
Intermediate Similarity	0.7059	NPC145304
Intermediate Similarity	0.7055	NPC118419
Intermediate Similarity	0.7037	NPC26524
Intermediate Similarity	0.7021	NPC150026
Intermediate Similarity	0.702	NPC470925
Intermediate Similarity	0.7007	NPC325568
Intermediate Similarity	0.7	NPC316896
Remote Similarity	0.6978	NPC43275
Remote Similarity	0.6954	NPC83289
Remote Similarity	0.6954	NPC212850
Remote Similarity	0.6954	NPC189724
Remote Similarity	0.6947	NPC475269
Remote Similarity	0.6944	NPC218323
Remote Similarity	0.6912	NPC35344
Remote Similarity	0.6912	NPC141003
Remote Similarity	0.6879	NPC211296
Remote Similarity	0.6875	NPC81641
Remote Similarity	0.6875	NPC95755
Remote Similarity	0.6857	NPC256369
Remote Similarity	0.6842	NPC186469
Remote Similarity	0.6842	NPC314682
Remote Similarity	0.6835	NPC25648
Remote Similarity	0.6832	NPC180756
Remote Similarity	0.6832	NPC323443
Remote Similarity	0.6821	NPC193528
Remote Similarity	0.6818	NPC42383
Remote Similarity	0.6815	NPC7467
Remote Similarity	0.6813	NPC475557
Remote Similarity	0.6806	NPC159132
Remote Similarity	0.6797	NPC213206
Remote Similarity	0.6797	NPC328750
Remote Similarity	0.6797	NPC188163
Remote Similarity	0.6797	NPC474915
Remote Similarity	0.6792	NPC326316
Remote Similarity	0.6792	NPC81733
Remote Similarity	0.6791	NPC97811
Remote Similarity	0.679	NPC129603
Remote Similarity	0.6783	NPC298486
Remote Similarity	0.6781	NPC98745
Remote Similarity	0.6776	NPC210086
Remote Similarity	0.6774	NPC247298
Remote Similarity	0.6772	NPC219162
Remote Similarity	0.6767	NPC113457
Remote Similarity	0.6765	NPC166837
Remote Similarity	0.6765	NPC470723
Remote Similarity	0.6763	NPC312105
Remote Similarity	0.6761	NPC318357
Remote Similarity	0.6752	NPC16107
Remote Similarity	0.6752	NPC476144
Remote Similarity	0.6752	NPC476151
Remote Similarity	0.6752	NPC106295
Remote Similarity	0.6752	NPC51957
Remote Similarity	0.6752	NPC210437
Remote Similarity	0.6738	NPC59561
Remote Similarity	0.6738	NPC172253
Remote Similarity	0.6736	NPC211218
Remote Similarity	0.6718	NPC300166
Remote Similarity	0.6714	NPC183154
Remote Similarity	0.6714	NPC263754
Remote Similarity	0.6713	NPC54972
Remote Similarity	0.6712	NPC301713
Remote Similarity	0.6711	NPC474200
Remote Similarity	0.6692	NPC470393
Remote Similarity	0.6692	NPC471576
Remote Similarity	0.6691	NPC303370
Remote Similarity	0.6691	NPC473809
Remote Similarity	0.669	NPC95733
Remote Similarity	0.669	NPC106914
Remote Similarity	0.669	NPC197351
Remote Similarity	0.669	NPC62101
Remote Similarity	0.669	NPC294156
Remote Similarity	0.669	NPC89630
Remote Similarity	0.669	NPC246648
Remote Similarity	0.669	NPC256015
Remote Similarity	0.669	NPC134195
Remote Similarity	0.669	NPC86502
Remote Similarity	0.6689	NPC160193
Remote Similarity	0.6688	NPC245974
Remote Similarity	0.6687	NPC78359
Remote Similarity	0.6687	NPC148014
Remote Similarity	0.6687	NPC65490
Remote Similarity	0.6687	NPC40389
Remote Similarity	0.6687	NPC315707
Remote Similarity	0.6667	NPC103379
Remote Similarity	0.6667	NPC244112
Remote Similarity	0.6667	NPC471315
Remote Similarity	0.6667	NPC131118
Remote Similarity	0.6667	NPC266425
Remote Similarity	0.6667	NPC477565
Remote Similarity	0.6667	NPC201959
Remote Similarity	0.6667	NPC90903
Remote Similarity	0.6667	NPC123323
Remote Similarity	0.6667	NPC92541
Remote Similarity	0.6667	NPC471314
Remote Similarity	0.6646	NPC90844
Remote Similarity	0.6646	NPC22014
Remote Similarity	0.6646	NPC253883
Remote Similarity	0.6646	NPC95075
Remote Similarity	0.6644	NPC102540
Remote Similarity	0.6644	NPC320242
Remote Similarity	0.6644	NPC110131
Remote Similarity	0.6644	NPC188022
Remote Similarity	0.6644	NPC141739
Remote Similarity	0.6644	NPC29477
Remote Similarity	0.6644	NPC133407
Remote Similarity	0.6644	NPC136112
Remote Similarity	0.6644	NPC17809
Remote Similarity	0.6644	NPC103420
Remote Similarity	0.6644	NPC28476
Remote Similarity	0.6644	NPC285040
Remote Similarity	0.6643	NPC33900
Remote Similarity	0.6643	NPC212559
Remote Similarity	0.6626	NPC247639
Remote Similarity	0.6626	NPC25084
Remote Similarity	0.6626	NPC146288
Remote Similarity	0.6624	NPC185838
Remote Similarity	0.6622	NPC38664
Remote Similarity	0.6622	NPC53986
Remote Similarity	0.6619	NPC161696
Remote Similarity	0.6618	NPC474272
Remote Similarity	0.6617	NPC108875
Remote Similarity	0.6617	NPC38079
Remote Similarity	0.6614	NPC321956
Remote Similarity	0.6606	NPC266753
Remote Similarity	0.6606	NPC232924
Remote Similarity	0.6606	NPC160298
Remote Similarity	0.6606	NPC306902
Remote Similarity	0.6606	NPC18402
Remote Similarity	0.6606	NPC477559
Remote Similarity	0.6604	NPC130941
Remote Similarity	0.6604	NPC475959
Remote Similarity	0.6603	NPC128019
Remote Similarity	0.6603	NPC136860
Remote Similarity	0.6603	NPC476567
Remote Similarity	0.6601	NPC231163
Remote Similarity	0.6601	NPC318591
Remote Similarity	0.66	NPC207892
Remote Similarity	0.66	NPC17343
Remote Similarity	0.66	NPC129106
Remote Similarity	0.66	NPC300875
Remote Similarity	0.66	NPC164574
Remote Similarity	0.66	NPC129784
Remote Similarity	0.66	NPC206224
Remote Similarity	0.66	NPC196765
Remote Similarity	0.66	NPC471953
Remote Similarity	0.66	NPC150011
Remote Similarity	0.66	NPC274732
Remote Similarity	0.66	NPC236014
Remote Similarity	0.66	NPC476166
Remote Similarity	0.66	NPC280653
Remote Similarity	0.66	NPC228369
Remote Similarity	0.66	NPC268917
Remote Similarity	0.66	NPC12875
Remote Similarity	0.66	NPC118114
Remote Similarity	0.6599	NPC276212
Remote Similarity	0.6596	NPC323948
Remote Similarity	0.6596	NPC187993
Remote Similarity	0.6596	NPC142042
Remote Similarity	0.6596	NPC238176
Remote Similarity	0.6585	NPC476572
Remote Similarity	0.6582	NPC296085
Remote Similarity	0.6579	NPC237227
Remote Similarity	0.6577	NPC93962
Remote Similarity	0.6571	NPC473718
Remote Similarity	0.6571	NPC283169
Remote Similarity	0.6571	NPC51345
Remote Similarity	0.6569	NPC475852
Remote Similarity	0.6568	NPC474881
Remote Similarity	0.6567	NPC473855
Remote Similarity	0.6566	NPC254700
Remote Similarity	0.6564	NPC99659
Remote Similarity	0.6564	NPC138487
Remote Similarity	0.6564	NPC216459
Remote Similarity	0.6564	NPC41178
Remote Similarity	0.6564	NPC325871
Remote Similarity	0.6556	NPC13005
Remote Similarity	0.6556	NPC230219
Remote Similarity	0.6554	NPC149796
Remote Similarity	0.6552	NPC100099
Remote Similarity	0.6552	NPC36016
Remote Similarity	0.6548	NPC124657
Remote Similarity	0.6547	NPC165106
Remote Similarity	0.6545	NPC221864
Remote Similarity	0.6545	NPC118804
Remote Similarity	0.6544	NPC75440
Remote Similarity	0.6543	NPC114124
Remote Similarity	0.6541	NPC321505

Drug Structure

NPD6225 OpenBabel08211709092D 28 32 0 0 0 0 0 0 0 0999 V2000 6.5682 3.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2591 2.3407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1211 2.7746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6968 1.9569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7591 3.8796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2591 2.3407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1252 2.6850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2764 1.0495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7688 -1.8920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9103 -1.3791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4572 2.8239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9607 1.1541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3306 3.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5364 1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6572 -0.4051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5007 -1.9179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9991 3.6008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9501 3.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6422 -1.4050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2934 1.8374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9625 1.0943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2952 1.7776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7987 0.1078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2804 0.9599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9253 -0.3792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3591 -2.4308 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2559 2.9317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 22 2 0 0 0 0 8 24 2 0 0 0 0 9 10 2 0 0 0 0 9 19 1 0 0 0 0 10 25 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 19 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 26 3 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 24 28 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003415
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71587288
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.20
ALogP	0.1455
MLogP	3.88
XLogP	5.224
HDA	2
HBD	0
Rotatable Bonds	2
TPSA	36.26
RO5 Violation	1