NPASS drugs

Drug Information

Drug ID:	NPD5338
Drug Name:
Molecular Formula:	C22H34N2O2
Canonical SMILES:	CC(C[C@H]1[C@H](OC(=O)N1CCCN1CCCCCC1)c1ccccc1)C
Standard InCHI:	InChI=1S/C22H34N2O2/c1-18(2)17-20-21(19-11-6-5-7-12-19)26-22(25)24(20)16-10-15-23-13-8-3-4-9-14-23/h5-7,11-12,18,20-21H,3-4,8-10,13-17H2,1-2H3/t20-,21+/m0/s1
Standard InCHIKey:	DQNMZSIJHFEYTM-LEWJYISDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5338

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	97
0.1-0.2	724
0.2-0.3	2490
0.3-0.4	9397
0.4-0.5	12810
0.5-0.6	4817
0.6-0.7	521
0.7-0.8	33
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9035	NPC269340
Intermediate Similarity	0.7542	NPC316797
Intermediate Similarity	0.748	NPC24777
Intermediate Similarity	0.7395	NPC228400
Intermediate Similarity	0.7395	NPC214200
Intermediate Similarity	0.7299	NPC246079
Intermediate Similarity	0.7273	NPC26285
Intermediate Similarity	0.7143	NPC76785
Intermediate Similarity	0.7143	NPC476102
Intermediate Similarity	0.7143	NPC9687
Intermediate Similarity	0.7143	NPC260045
Intermediate Similarity	0.7143	NPC475598
Intermediate Similarity	0.7143	NPC273907
Intermediate Similarity	0.7143	NPC474787
Intermediate Similarity	0.7143	NPC118099
Intermediate Similarity	0.7143	NPC90194
Intermediate Similarity	0.7143	NPC151706
Intermediate Similarity	0.7143	NPC293377
Intermediate Similarity	0.7143	NPC475318
Intermediate Similarity	0.7143	NPC49577
Intermediate Similarity	0.7143	NPC252878
Intermediate Similarity	0.7143	NPC474811
Intermediate Similarity	0.7143	NPC474855
Intermediate Similarity	0.7143	NPC79465
Intermediate Similarity	0.709	NPC46427
Intermediate Similarity	0.7063	NPC292758
Intermediate Similarity	0.7063	NPC65855
Intermediate Similarity	0.7042	NPC281104
Intermediate Similarity	0.7034	NPC266741
Intermediate Similarity	0.7007	NPC152850
Intermediate Similarity	0.7007	NPC105114
Intermediate Similarity	0.7007	NPC71933
Intermediate Similarity	0.7007	NPC89923
Intermediate Similarity	0.7007	NPC239990
Remote Similarity	0.6992	NPC476183
Remote Similarity	0.6992	NPC476990
Remote Similarity	0.6986	NPC81026
Remote Similarity	0.6972	NPC471265
Remote Similarity	0.6972	NPC471264
Remote Similarity	0.6968	NPC472923
Remote Similarity	0.6966	NPC204546
Remote Similarity	0.6944	NPC263493
Remote Similarity	0.6944	NPC269398
Remote Similarity	0.694	NPC476281
Remote Similarity	0.694	NPC476184
Remote Similarity	0.694	NPC314192
Remote Similarity	0.694	NPC202521
Remote Similarity	0.6935	NPC226778
Remote Similarity	0.6935	NPC150254
Remote Similarity	0.6935	NPC304761
Remote Similarity	0.6935	NPC147000
Remote Similarity	0.6934	NPC136453
Remote Similarity	0.6934	NPC65310
Remote Similarity	0.6897	NPC161069
Remote Similarity	0.6889	NPC213126
Remote Similarity	0.6889	NPC291027
Remote Similarity	0.6889	NPC169485
Remote Similarity	0.6889	NPC160493
Remote Similarity	0.6889	NPC317474
Remote Similarity	0.6889	NPC84281
Remote Similarity	0.6857	NPC157311
Remote Similarity	0.6849	NPC476978
Remote Similarity	0.6838	NPC476278
Remote Similarity	0.6838	NPC6975
Remote Similarity	0.6835	NPC469666
Remote Similarity	0.6824	NPC135121
Remote Similarity	0.6824	NPC225648
Remote Similarity	0.6824	NPC329761
Remote Similarity	0.6809	NPC8761
Remote Similarity	0.6809	NPC44805
Remote Similarity	0.6803	NPC473922
Remote Similarity	0.6803	NPC5620
Remote Similarity	0.6788	NPC476241
Remote Similarity	0.6788	NPC476260
Remote Similarity	0.6788	NPC307020
Remote Similarity	0.6786	NPC69496
Remote Similarity	0.6776	NPC39431
Remote Similarity	0.6774	NPC327226
Remote Similarity	0.6761	NPC233910
Remote Similarity	0.6761	NPC245836
Remote Similarity	0.6752	NPC304760
Remote Similarity	0.6741	NPC190663
Remote Similarity	0.6739	NPC171372
Remote Similarity	0.6739	NPC476179
Remote Similarity	0.6739	NPC476125
Remote Similarity	0.6739	NPC474847
Remote Similarity	0.6736	NPC127741
Remote Similarity	0.6718	NPC276949
Remote Similarity	0.6718	NPC35850
Remote Similarity	0.6714	NPC213969
Remote Similarity	0.6714	NPC165726
Remote Similarity	0.6714	NPC17374
Remote Similarity	0.6712	NPC476989
Remote Similarity	0.6711	NPC145113
Remote Similarity	0.6711	NPC138775
Remote Similarity	0.6709	NPC254700
Remote Similarity	0.6691	NPC124776
Remote Similarity	0.6691	NPC316896
Remote Similarity	0.669	NPC476133
Remote Similarity	0.669	NPC98424
Remote Similarity	0.669	NPC92784
Remote Similarity	0.669	NPC470884
Remote Similarity	0.669	NPC178662
Remote Similarity	0.669	NPC77992
Remote Similarity	0.6689	NPC209509
Remote Similarity	0.6689	NPC316008
Remote Similarity	0.6689	NPC201244
Remote Similarity	0.6689	NPC477217
Remote Similarity	0.6689	NPC475168
Remote Similarity	0.6689	NPC313867
Remote Similarity	0.6689	NPC7817
Remote Similarity	0.6689	NPC324081
Remote Similarity	0.6667	NPC212850
Remote Similarity	0.6667	NPC251439
Remote Similarity	0.6667	NPC290515
Remote Similarity	0.6667	NPC189724
Remote Similarity	0.6667	NPC322598
Remote Similarity	0.6667	NPC83289
Remote Similarity	0.6667	NPC164514
Remote Similarity	0.6667	NPC473502
Remote Similarity	0.6667	NPC108606
Remote Similarity	0.6667	NPC226096
Remote Similarity	0.6667	NPC303611
Remote Similarity	0.6667	NPC283079
Remote Similarity	0.6645	NPC162104
Remote Similarity	0.6645	NPC214239
Remote Similarity	0.6644	NPC314358
Remote Similarity	0.6643	NPC287401
Remote Similarity	0.6643	NPC118419
Remote Similarity	0.6641	NPC273814
Remote Similarity	0.6623	NPC129666
Remote Similarity	0.6623	NPC2501
Remote Similarity	0.6622	NPC315283
Remote Similarity	0.6622	NPC314388
Remote Similarity	0.6621	NPC68865
Remote Similarity	0.6618	NPC321133
Remote Similarity	0.6617	NPC101139
Remote Similarity	0.6612	NPC474974
Remote Similarity	0.6597	NPC248283
Remote Similarity	0.6593	NPC310467
Remote Similarity	0.6591	NPC1986
Remote Similarity	0.6591	NPC474544
Remote Similarity	0.6579	NPC473491
Remote Similarity	0.6579	NPC231986
Remote Similarity	0.6567	NPC470544
Remote Similarity	0.6558	NPC470902
Remote Similarity	0.6557	NPC58674
Remote Similarity	0.6555	NPC220893
Remote Similarity	0.6554	NPC139326
Remote Similarity	0.6545	NPC475421
Remote Similarity	0.6541	NPC33742
Remote Similarity	0.6535	NPC88267
Remote Similarity	0.6535	NPC113326
Remote Similarity	0.6535	NPC194390
Remote Similarity	0.6535	NPC224610
Remote Similarity	0.6531	NPC239762
Remote Similarity	0.6531	NPC163392
Remote Similarity	0.6528	NPC274732
Remote Similarity	0.6525	NPC319766
Remote Similarity	0.6525	NPC218323
Remote Similarity	0.6519	NPC470545
Remote Similarity	0.6519	NPC169328
Remote Similarity	0.651	NPC52748
Remote Similarity	0.6507	NPC11147
Remote Similarity	0.6503	NPC130309
Remote Similarity	0.65	NPC474479
Remote Similarity	0.65	NPC477249
Remote Similarity	0.65	NPC477248
Remote Similarity	0.6496	NPC58616
Remote Similarity	0.6496	NPC80150
Remote Similarity	0.6496	NPC200964
Remote Similarity	0.6494	NPC122590
Remote Similarity	0.6494	NPC262166
Remote Similarity	0.649	NPC247298
Remote Similarity	0.649	NPC475578
Remote Similarity	0.649	NPC16188
Remote Similarity	0.6486	NPC469426
Remote Similarity	0.6486	NPC469427
Remote Similarity	0.6486	NPC150712
Remote Similarity	0.6484	NPC211551
Remote Similarity	0.6484	NPC476198
Remote Similarity	0.6481	NPC475204
Remote Similarity	0.6481	NPC196091
Remote Similarity	0.6481	NPC475123
Remote Similarity	0.6479	NPC296712
Remote Similarity	0.6471	NPC237420
Remote Similarity	0.6471	NPC470546
Remote Similarity	0.6467	NPC315266
Remote Similarity	0.6463	NPC26108
Remote Similarity	0.6457	NPC234305
Remote Similarity	0.6429	NPC167763
Remote Similarity	0.6429	NPC470903
Remote Similarity	0.6429	NPC285394
Remote Similarity	0.6429	NPC470112
Remote Similarity	0.6424	NPC262077
Remote Similarity	0.6423	NPC20142
Remote Similarity	0.6423	NPC215351
Remote Similarity	0.642	NPC186617
Remote Similarity	0.6419	NPC95366
Remote Similarity	0.6419	NPC193528

Drug Structure

NPD5338 OpenBabel08211706322D 26 28 0 0 1 0 0 0 0 0999 V2000 -1.3383 3.1043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6008 1.2369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1941 0.3233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1402 2.1245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2262 0.0717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6736 1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1590 2.3177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4261 0.6716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4826 2.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 3.3122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3962 1.6711 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 -0.2788 0.0000 O 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 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 10 16 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 20 17 1 1 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 19 1 1 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008443
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.26
ALogP	-0.7367
MLogP	3.44
XLogP	6.086
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	32.78
RO5 Violation	1