NPASS drugs

Drug Information

Drug ID:	NPD6817
Drug Name:
Molecular Formula:	C27H32N2O3
Canonical SMILES:	CC(N(CC(c1ccccc1)O)CC(c1ccccc1)O)CCc1ccc(cc1)C(=O)N
Standard InCHI:	InChI=1S/C27H32N2O3/c1-20(12-13-21-14-16-24(17-15-21)27(28)32)29(18-25(30)22-8-4-2-5-9-22)19-26(31)23-10-6-3-7-11-23/h2-11,14-17,20,25-26,30-31H,12-13,18-19H2,1H3,(H2,28,32)
Standard InCHIKey:	OPPQEWZOPDBGAS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6817

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	95
0.1-0.2	642
0.2-0.3	2000
0.3-0.4	7056
0.4-0.5	9684
0.5-0.6	10188
0.6-0.7	1169
0.7-0.8	55
0.8-0.85	1
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	0.8409	NPC285394
Intermediate Similarity	0.7676	NPC313663
Intermediate Similarity	0.7569	NPC260045
Intermediate Similarity	0.7569	NPC476102
Intermediate Similarity	0.7569	NPC473360
Intermediate Similarity	0.7569	NPC475598
Intermediate Similarity	0.7569	NPC79465
Intermediate Similarity	0.7569	NPC293377
Intermediate Similarity	0.7569	NPC76785
Intermediate Similarity	0.7569	NPC474811
Intermediate Similarity	0.7569	NPC273907
Intermediate Similarity	0.7569	NPC118099
Intermediate Similarity	0.7569	NPC474855
Intermediate Similarity	0.7569	NPC151706
Intermediate Similarity	0.7569	NPC475318
Intermediate Similarity	0.7569	NPC49577
Intermediate Similarity	0.7569	NPC474787
Intermediate Similarity	0.7569	NPC9687
Intermediate Similarity	0.7569	NPC90194
Intermediate Similarity	0.7538	NPC65855
Intermediate Similarity	0.7538	NPC292758
Intermediate Similarity	0.7379	NPC474473
Intermediate Similarity	0.7323	NPC228400
Intermediate Similarity	0.7323	NPC214200
Intermediate Similarity	0.7292	NPC120251
Intermediate Similarity	0.7273	NPC469666
Intermediate Similarity	0.725	NPC189116
Intermediate Similarity	0.7233	NPC73644
Intermediate Similarity	0.723	NPC316906
Intermediate Similarity	0.7203	NPC305717
Intermediate Similarity	0.7183	NPC4974
Intermediate Similarity	0.7154	NPC249067
Intermediate Similarity	0.7154	NPC147000
Intermediate Similarity	0.7154	NPC226778
Intermediate Similarity	0.7154	NPC304761
Intermediate Similarity	0.7154	NPC150254
Intermediate Similarity	0.7153	NPC111428
Intermediate Similarity	0.7143	NPC266425
Intermediate Similarity	0.7133	NPC150712
Intermediate Similarity	0.7133	NPC65310
Intermediate Similarity	0.7133	NPC136453
Intermediate Similarity	0.7123	NPC257390
Intermediate Similarity	0.7113	NPC307020
Intermediate Similarity	0.7099	NPC167336
Intermediate Similarity	0.7092	NPC26285
Intermediate Similarity	0.7083	NPC89923
Intermediate Similarity	0.7083	NPC239990
Intermediate Similarity	0.7083	NPC71933
Intermediate Similarity	0.7083	NPC105114
Intermediate Similarity	0.7083	NPC152850
Intermediate Similarity	0.7078	NPC246412
Intermediate Similarity	0.7067	NPC153007
Intermediate Similarity	0.7059	NPC196673
Intermediate Similarity	0.7032	NPC254798
Intermediate Similarity	0.7007	NPC33742
Intermediate Similarity	0.7	NPC327226
Remote Similarity	0.6966	NPC210950
Remote Similarity	0.6966	NPC199738
Remote Similarity	0.6953	NPC289201
Remote Similarity	0.6944	NPC79698
Remote Similarity	0.6944	NPC474479
Remote Similarity	0.6943	NPC233702
Remote Similarity	0.6939	NPC126458
Remote Similarity	0.6939	NPC157311
Remote Similarity	0.6934	NPC35850
Remote Similarity	0.6934	NPC276949
Remote Similarity	0.6918	NPC473322
Remote Similarity	0.6918	NPC103605
Remote Similarity	0.6918	NPC81092
Remote Similarity	0.6908	NPC472243
Remote Similarity	0.6905	NPC471743
Remote Similarity	0.6901	NPC71684
Remote Similarity	0.6901	NPC472981
Remote Similarity	0.6899	NPC290515
Remote Similarity	0.6899	NPC226096
Remote Similarity	0.6899	NPC108606
Remote Similarity	0.6899	NPC303611
Remote Similarity	0.6899	NPC164514
Remote Similarity	0.6892	NPC8761
Remote Similarity	0.6892	NPC44805
Remote Similarity	0.6887	NPC77992
Remote Similarity	0.6883	NPC471680
Remote Similarity	0.6871	NPC476750
Remote Similarity	0.6867	NPC476749
Remote Similarity	0.6863	NPC251439
Remote Similarity	0.6857	NPC470545
Remote Similarity	0.6853	NPC317474
Remote Similarity	0.6853	NPC291027
Remote Similarity	0.6853	NPC84281
Remote Similarity	0.6853	NPC169485
Remote Similarity	0.6853	NPC213126
Remote Similarity	0.6846	NPC244866
Remote Similarity	0.6842	NPC211551
Remote Similarity	0.6842	NPC105899
Remote Similarity	0.6842	NPC319645
Remote Similarity	0.6842	NPC238412
Remote Similarity	0.6842	NPC476198
Remote Similarity	0.6842	NPC471316
Remote Similarity	0.6831	NPC326232
Remote Similarity	0.6831	NPC190663
Remote Similarity	0.6828	NPC474847
Remote Similarity	0.6826	NPC89831
Remote Similarity	0.6824	NPC255447
Remote Similarity	0.6809	NPC220698
Remote Similarity	0.6809	NPC470546
Remote Similarity	0.6807	NPC66490
Remote Similarity	0.6805	NPC475427
Remote Similarity	0.6803	NPC17374
Remote Similarity	0.6803	NPC116057
Remote Similarity	0.6795	NPC16188
Remote Similarity	0.6795	NPC135121
Remote Similarity	0.6788	NPC471188
Remote Similarity	0.6786	NPC470544
Remote Similarity	0.6776	NPC281104
Remote Similarity	0.6759	NPC222466
Remote Similarity	0.6759	NPC22746
Remote Similarity	0.6757	NPC69496
Remote Similarity	0.6742	NPC25458
Remote Similarity	0.6741	NPC211439
Remote Similarity	0.6736	NPC160493
Remote Similarity	0.6735	NPC218323
Remote Similarity	0.6732	NPC471201
Remote Similarity	0.6731	NPC297322
Remote Similarity	0.6727	NPC63931
Remote Similarity	0.6727	NPC223207
Remote Similarity	0.6722	NPC36607
Remote Similarity	0.6718	NPC217621
Remote Similarity	0.6714	NPC101139
Remote Similarity	0.6714	NPC160179
Remote Similarity	0.6712	NPC477248
Remote Similarity	0.6712	NPC101719
Remote Similarity	0.6712	NPC477249
Remote Similarity	0.6712	NPC47667
Remote Similarity	0.671	NPC472241
Remote Similarity	0.6708	NPC476268
Remote Similarity	0.669	NPC249435
Remote Similarity	0.669	NPC35996
Remote Similarity	0.6689	NPC132847
Remote Similarity	0.6689	NPC213969
Remote Similarity	0.6689	NPC472413
Remote Similarity	0.6689	NPC165726
Remote Similarity	0.6687	NPC319320
Remote Similarity	0.6687	NPC304074
Remote Similarity	0.6687	NPC290755
Remote Similarity	0.6687	NPC471771
Remote Similarity	0.6687	NPC287757
Remote Similarity	0.6686	NPC306804
Remote Similarity	0.6667	NPC66208
Remote Similarity	0.6667	NPC45033
Remote Similarity	0.6667	NPC133470
Remote Similarity	0.6667	NPC477217
Remote Similarity	0.6667	NPC324081
Remote Similarity	0.6667	NPC191863
Remote Similarity	0.6667	NPC473962
Remote Similarity	0.6667	NPC275576
Remote Similarity	0.6667	NPC20142
Remote Similarity	0.6667	NPC201244
Remote Similarity	0.6667	NPC289776
Remote Similarity	0.6667	NPC215351
Remote Similarity	0.6667	NPC158282
Remote Similarity	0.6647	NPC328649
Remote Similarity	0.6647	NPC155506
Remote Similarity	0.6647	NPC136797
Remote Similarity	0.6647	NPC470548
Remote Similarity	0.6647	NPC182131
Remote Similarity	0.6647	NPC159767
Remote Similarity	0.6646	NPC39431
Remote Similarity	0.6646	NPC9373
Remote Similarity	0.6646	NPC68967
Remote Similarity	0.6645	NPC161069
Remote Similarity	0.6645	NPC43477
Remote Similarity	0.6644	NPC325651
Remote Similarity	0.6625	NPC144691
Remote Similarity	0.6623	NPC245836
Remote Similarity	0.6623	NPC322526
Remote Similarity	0.6623	NPC233910
Remote Similarity	0.6622	NPC169913
Remote Similarity	0.6617	NPC304873
Remote Similarity	0.661	NPC477998
Remote Similarity	0.6609	NPC470317
Remote Similarity	0.6609	NPC469973
Remote Similarity	0.6607	NPC280022
Remote Similarity	0.6604	NPC94602
Remote Similarity	0.6604	NPC2672
Remote Similarity	0.6601	NPC208725
Remote Similarity	0.6601	NPC127741
Remote Similarity	0.66	NPC314098
Remote Similarity	0.6599	NPC171372
Remote Similarity	0.6594	NPC476003
Remote Similarity	0.6594	NPC319579
Remote Similarity	0.6594	NPC265513
Remote Similarity	0.6594	NPC474057
Remote Similarity	0.6593	NPC67043
Remote Similarity	0.6593	NPC473418
Remote Similarity	0.6584	NPC122590
Remote Similarity	0.6584	NPC202198
Remote Similarity	0.6582	NPC472242
Remote Similarity	0.6579	NPC253476
Remote Similarity	0.6577	NPC40488
Remote Similarity	0.6577	NPC115797

Drug Structure

NPD6817 OpenBabel08211710072D 36 38 0 0 1 0 0 0 0 0999 V2000 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 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 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 -3.0000 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 4.3301 -1.5000 0.0000 C 0 0 3 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 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 3 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 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 -1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 22 2 0 0 0 0 9 22 1 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 21 2 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 24 2 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 19 29 1 0 0 0 0 20 29 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 28 1 0 0 0 0 27 32 2 0 0 0 0 28 33 1 0 0 0 0 28 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005079
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	146200
ChEBI
CAS Number

Drug Properties

Molecular Weight	432.24
ALogP	-1.8445
MLogP	3.88
XLogP	7.128
HDA	5
HBD	3
Rotatable Bonds	15
TPSA	86.79
RO5 Violation	2