NPASS drugs

Drug Information

Drug ID:	NPD6920
Drug Name:	Org-21465
Molecular Formula:	C27H43NO4
Canonical SMILES:	O=C1C[C@@]2(C)[C@H]([C@H]3[C@H]1[C@@]1(C)C[C@@H]([C@H](C[C@@H]1CC3)O)N1CCOC(C1)(C)C)CC[C@@H]2C(=O)C
Standard InCHI:	InChI=1S/C27H43NO4/c1-16(29)19-8-9-20-18-7-6-17-12-22(30)21(28-10-11-32-25(2,3)15-28)13-26(17,4)24(18)23(31)14-27(19,20)5/h17-22,24,30H,6-15H2,1-5H3/t17-,18-,19+,20-,21-,22-,24+,26-,27+/m0/s1
Standard InCHIKey:	HQEJMKVZYCQIIH-JJLPOIBOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6920

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	98
0.1-0.2	1144
0.2-0.3	9958
0.3-0.4	10374
0.4-0.5	5805
0.5-0.6	3173
0.6-0.7	322
0.7-0.8	14
0.8-0.85	2
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	0.8469	NPC312637
Intermediate Similarity	0.8431	NPC220111
Intermediate Similarity	0.7961	NPC174117
Intermediate Similarity	0.7706	NPC475239
Intermediate Similarity	0.7478	NPC28224
Intermediate Similarity	0.7477	NPC292819
Intermediate Similarity	0.7265	NPC135431
Intermediate Similarity	0.7207	NPC470592
Intermediate Similarity	0.7203	NPC209252
Intermediate Similarity	0.7143	NPC221196
Intermediate Similarity	0.7143	NPC39485
Intermediate Similarity	0.713	NPC473994
Intermediate Similarity	0.712	NPC212106
Intermediate Similarity	0.7054	NPC476755
Intermediate Similarity	0.703	NPC109533
Intermediate Similarity	0.7	NPC474210
Remote Similarity	0.6957	NPC48127
Remote Similarity	0.6957	NPC8009
Remote Similarity	0.6957	NPC267217
Remote Similarity	0.6957	NPC83047
Remote Similarity	0.693	NPC470596
Remote Similarity	0.6909	NPC289140
Remote Similarity	0.6875	NPC478139
Remote Similarity	0.6864	NPC246399
Remote Similarity	0.6864	NPC34977
Remote Similarity	0.6829	NPC470594
Remote Similarity	0.6829	NPC470593
Remote Similarity	0.6822	NPC135005
Remote Similarity	0.6818	NPC155985
Remote Similarity	0.6807	NPC124358
Remote Similarity	0.6804	NPC151018
Remote Similarity	0.6804	NPC58057
Remote Similarity	0.6804	NPC320549
Remote Similarity	0.6804	NPC156277
Remote Similarity	0.68	NPC23884
Remote Similarity	0.6796	NPC30583
Remote Similarity	0.6796	NPC61107
Remote Similarity	0.6796	NPC328007
Remote Similarity	0.6796	NPC289486
Remote Similarity	0.678	NPC139778
Remote Similarity	0.6768	NPC195155
Remote Similarity	0.6768	NPC174964
Remote Similarity	0.6768	NPC97534
Remote Similarity	0.6752	NPC470595
Remote Similarity	0.6748	NPC475340
Remote Similarity	0.6735	NPC232112
Remote Similarity	0.6731	NPC472744
Remote Similarity	0.6719	NPC476497
Remote Similarity	0.67	NPC475742
Remote Similarity	0.67	NPC5767
Remote Similarity	0.6694	NPC96080
Remote Similarity	0.6694	NPC208118
Remote Similarity	0.6694	NPC99905
Remote Similarity	0.6667	NPC474996
Remote Similarity	0.6667	NPC473477
Remote Similarity	0.6667	NPC476756
Remote Similarity	0.6667	NPC254340
Remote Similarity	0.6667	NPC244982
Remote Similarity	0.6667	NPC133922
Remote Similarity	0.6641	NPC96010
Remote Similarity	0.6641	NPC317654
Remote Similarity	0.6641	NPC476501
Remote Similarity	0.6639	NPC476955
Remote Similarity	0.6639	NPC476502
Remote Similarity	0.6639	NPC165396
Remote Similarity	0.6634	NPC475031
Remote Similarity	0.6634	NPC221420
Remote Similarity	0.6612	NPC478137
Remote Similarity	0.6607	NPC476903
Remote Similarity	0.6602	NPC261616
Remote Similarity	0.66	NPC273366
Remote Similarity	0.6598	NPC327728
Remote Similarity	0.6598	NPC213178
Remote Similarity	0.6598	NPC131892
Remote Similarity	0.6598	NPC6120
Remote Similarity	0.6581	NPC36497
Remote Similarity	0.6574	NPC90676
Remote Similarity	0.6569	NPC185465
Remote Similarity	0.6552	NPC97336
Remote Similarity	0.6549	NPC473537
Remote Similarity	0.6542	NPC80700
Remote Similarity	0.6538	NPC58631
Remote Similarity	0.6538	NPC309249
Remote Similarity	0.6535	NPC4209
Remote Similarity	0.6535	NPC472486
Remote Similarity	0.6535	NPC472487
Remote Similarity	0.6532	NPC475887
Remote Similarity	0.6522	NPC475518
Remote Similarity	0.6514	NPC323156
Remote Similarity	0.6509	NPC473336
Remote Similarity	0.6509	NPC471044
Remote Similarity	0.6508	NPC238323
Remote Similarity	0.6505	NPC320144
Remote Similarity	0.6505	NPC201276
Remote Similarity	0.6505	NPC80891
Remote Similarity	0.65	NPC167702
Remote Similarity	0.65	NPC280026
Remote Similarity	0.6491	NPC475249
Remote Similarity	0.6491	NPC252564
Remote Similarity	0.6476	NPC268040
Remote Similarity	0.6476	NPC317066
Remote Similarity	0.6475	NPC477963
Remote Similarity	0.6471	NPC264602
Remote Similarity	0.6471	NPC143133
Remote Similarity	0.6471	NPC207010
Remote Similarity	0.6471	NPC298168
Remote Similarity	0.6471	NPC317913
Remote Similarity	0.6465	NPC89310
Remote Similarity	0.6465	NPC109457
Remote Similarity	0.6465	NPC157422
Remote Similarity	0.6465	NPC100586
Remote Similarity	0.6449	NPC62572
Remote Similarity	0.6442	NPC470609
Remote Similarity	0.6436	NPC125767
Remote Similarity	0.6436	NPC21220
Remote Similarity	0.6436	NPC472311
Remote Similarity	0.6436	NPC212733
Remote Similarity	0.6435	NPC201712
Remote Similarity	0.6415	NPC217559
Remote Similarity	0.6415	NPC323180
Remote Similarity	0.6415	NPC268578
Remote Similarity	0.6415	NPC292458
Remote Similarity	0.6415	NPC327451
Remote Similarity	0.6412	NPC476967
Remote Similarity	0.641	NPC241879
Remote Similarity	0.6408	NPC34046
Remote Similarity	0.6408	NPC224802
Remote Similarity	0.6408	NPC80089
Remote Similarity	0.6408	NPC324700
Remote Similarity	0.6408	NPC171426
Remote Similarity	0.64	NPC310766
Remote Similarity	0.6381	NPC12933
Remote Similarity	0.6381	NPC192456
Remote Similarity	0.6381	NPC50658
Remote Similarity	0.6381	NPC469745
Remote Similarity	0.6371	NPC470538
Remote Similarity	0.6364	NPC61688
Remote Similarity	0.6364	NPC282454
Remote Similarity	0.6355	NPC319909
Remote Similarity	0.6355	NPC25037
Remote Similarity	0.6355	NPC175419
Remote Similarity	0.6355	NPC34984
Remote Similarity	0.6355	NPC50438
Remote Similarity	0.6355	NPC105895
Remote Similarity	0.6346	NPC245029
Remote Similarity	0.6346	NPC31302
Remote Similarity	0.6339	NPC161035
Remote Similarity	0.6337	NPC472854
Remote Similarity	0.633	NPC202937
Remote Similarity	0.633	NPC21035
Remote Similarity	0.6327	NPC473225
Remote Similarity	0.6325	NPC233274
Remote Similarity	0.6325	NPC194750
Remote Similarity	0.6325	NPC287638
Remote Similarity	0.6311	NPC477918
Remote Similarity	0.6311	NPC66862
Remote Similarity	0.6306	NPC77756
Remote Similarity	0.63	NPC469940
Remote Similarity	0.63	NPC473279
Remote Similarity	0.6296	NPC34811
Remote Similarity	0.6286	NPC472853
Remote Similarity	0.6281	NPC274895
Remote Similarity	0.6281	NPC218602
Remote Similarity	0.6275	NPC159789
Remote Similarity	0.6263	NPC324607
Remote Similarity	0.6263	NPC321732
Remote Similarity	0.6262	NPC269684
Remote Similarity	0.6262	NPC475726
Remote Similarity	0.6262	NPC472743
Remote Similarity	0.625	NPC329117
Remote Similarity	0.625	NPC476732
Remote Similarity	0.625	NPC242692
Remote Similarity	0.625	NPC199965
Remote Similarity	0.6239	NPC476726
Remote Similarity	0.6239	NPC120395
Remote Similarity	0.6239	NPC92139
Remote Similarity	0.6239	NPC171698
Remote Similarity	0.6239	NPC476727
Remote Similarity	0.6239	NPC119633
Remote Similarity	0.6239	NPC248216
Remote Similarity	0.6239	NPC270957
Remote Similarity	0.6239	NPC472745
Remote Similarity	0.6239	NPC474448
Remote Similarity	0.6239	NPC321340
Remote Similarity	0.6238	NPC81759
Remote Similarity	0.6238	NPC474123
Remote Similarity	0.6238	NPC477229
Remote Similarity	0.6238	NPC282905
Remote Similarity	0.6238	NPC68426
Remote Similarity	0.623	NPC72753
Remote Similarity	0.6228	NPC305808
Remote Similarity	0.6226	NPC77311
Remote Similarity	0.6226	NPC280781
Remote Similarity	0.6226	NPC48756
Remote Similarity	0.6218	NPC212874
Remote Similarity	0.6214	NPC477933
Remote Similarity	0.6214	NPC477932
Remote Similarity	0.6214	NPC108840
Remote Similarity	0.6212	NPC478136
Remote Similarity	0.621	NPC309731

Drug Structure

NPD6920 OpenBabel08211710072D 33 37 0 0 1 0 0 0 0 0999 V2000 2.8163 -3.7240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3553 0.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0820 0.3357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -1.0141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5431 -2.4805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6946 0.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2365 -1.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2362 -0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8427 -1.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7994 -1.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8473 1.4675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8467 -0.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6955 -1.9560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1952 0.2371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3906 -2.9330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9785 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6949 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3904 -1.9555 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5425 -0.4885 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6937 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6940 0.9780 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8479 -1.4669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 -0.4890 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1518 0.0336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5428 -1.4665 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5406 -0.4896 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 4.3628 -3.0349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 1.4669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0180 -1.9672 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4539 -0.8966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2678 0.8124 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 0 0 0 0 8 9 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 28 1 0 0 0 0 11 32 1 0 0 0 0 12 17 1 0 0 0 0 12 22 1 0 0 0 0 13 26 1 0 0 0 0 14 23 1 0 0 0 0 14 27 1 0 0 0 0 15 25 1 0 0 0 0 15 28 1 0 0 0 0 16 19 1 0 0 0 0 16 29 2 0 0 0 0 17 26 1 6 0 0 0 18 7 1 1 0 0 0 18 20 1 0 0 0 0 18 24 1 0 0 0 0 19 27 1 6 0 0 0 20 27 1 6 0 0 0 21 13 1 6 0 0 0 21 22 1 0 0 0 0 21 28 1 0 0 0 0 22 30 1 1 0 0 0 23 24 1 0 0 0 0 23 31 2 0 0 0 0 24 26 1 6 0 0 0 25 32 1 0 0 0 0 26 4 1 6 0 0 0 27 5 1 6 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015361
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	445.32
ALogP	0.3929
MLogP	3.88
XLogP	3.609
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	66.84
RO5 Violation	0