NPASS drugs

Drug Information

Drug ID:	NPD6900
Drug Name:	PD-132301-2
Molecular Formula:	C27H39N3O
Canonical SMILES:	OC(=NCC1(CCCC1)c1ccc(cc1)N(C)C)Nc1c(cccc1C(C)C)C(C)C
Standard InCHI:	InChI=1S/C27H39N3O/c1-19(2)23-10-9-11-24(20(3)4)25(23)29-26(31)28-18-27(16-7-8-17-27)21-12-14-22(15-13-21)30(5)6/h9-15,19-20H,7-8,16-18H2,1-6H3,(H2,28,29,31)
Standard InCHIKey:	PKKNCEXEVUFFFI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6900

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	271
0.1-0.2	1480
0.2-0.3	9835
0.3-0.4	13384
0.4-0.5	4146
0.5-0.6	1433
0.6-0.7	323
0.7-0.8	18
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	0.7899	NPC474430
Intermediate Similarity	0.7578	NPC288232
Intermediate Similarity	0.7395	NPC471320
Intermediate Similarity	0.7395	NPC471319
Intermediate Similarity	0.7311	NPC108339
Intermediate Similarity	0.7299	NPC145754
Intermediate Similarity	0.7287	NPC187036
Intermediate Similarity	0.7239	NPC475915
Intermediate Similarity	0.7226	NPC252794
Intermediate Similarity	0.7197	NPC192209
Intermediate Similarity	0.7197	NPC313449
Intermediate Similarity	0.7121	NPC313673
Intermediate Similarity	0.7097	NPC291610
Intermediate Similarity	0.7047	NPC264589
Intermediate Similarity	0.7031	NPC164802
Intermediate Similarity	0.7027	NPC311330
Intermediate Similarity	0.7023	NPC314141
Intermediate Similarity	0.7015	NPC264580
Remote Similarity	0.6974	NPC206592
Remote Similarity	0.6929	NPC476950
Remote Similarity	0.6918	NPC83214
Remote Similarity	0.6899	NPC302790
Remote Similarity	0.6894	NPC296163
Remote Similarity	0.6887	NPC129042
Remote Similarity	0.6839	NPC38736
Remote Similarity	0.6838	NPC226143
Remote Similarity	0.6833	NPC191444
Remote Similarity	0.6822	NPC79618
Remote Similarity	0.6822	NPC434
Remote Similarity	0.6809	NPC478079
Remote Similarity	0.6807	NPC30445
Remote Similarity	0.6807	NPC111233
Remote Similarity	0.6797	NPC124005
Remote Similarity	0.6763	NPC283130
Remote Similarity	0.6763	NPC328683
Remote Similarity	0.6757	NPC243162
Remote Similarity	0.6757	NPC130251
Remote Similarity	0.6753	NPC33421
Remote Similarity	0.675	NPC176858
Remote Similarity	0.6736	NPC476685
Remote Similarity	0.6736	NPC53044
Remote Similarity	0.6736	NPC476689
Remote Similarity	0.6736	NPC476687
Remote Similarity	0.6732	NPC109787
Remote Similarity	0.6713	NPC472245
Remote Similarity	0.6712	NPC300299
Remote Similarity	0.6711	NPC2823
Remote Similarity	0.6711	NPC469735
Remote Similarity	0.6711	NPC301760
Remote Similarity	0.6694	NPC78154
Remote Similarity	0.6688	NPC187951
Remote Similarity	0.6688	NPC184476
Remote Similarity	0.6667	NPC212799
Remote Similarity	0.6667	NPC474695
Remote Similarity	0.6667	NPC2949
Remote Similarity	0.6667	NPC471123
Remote Similarity	0.6667	NPC469740
Remote Similarity	0.6645	NPC475763
Remote Similarity	0.6644	NPC313352
Remote Similarity	0.6643	NPC150863
Remote Similarity	0.6625	NPC16667
Remote Similarity	0.6606	NPC475097
Remote Similarity	0.6604	NPC67056
Remote Similarity	0.66	NPC22082
Remote Similarity	0.66	NPC186284
Remote Similarity	0.66	NPC104483
Remote Similarity	0.6584	NPC472587
Remote Similarity	0.6581	NPC37548
Remote Similarity	0.6581	NPC318086
Remote Similarity	0.6575	NPC471322
Remote Similarity	0.6575	NPC179365
Remote Similarity	0.6575	NPC475450
Remote Similarity	0.6562	NPC68650
Remote Similarity	0.6556	NPC59084
Remote Similarity	0.6541	NPC104345
Remote Similarity	0.6541	NPC222029
Remote Similarity	0.6536	NPC242556
Remote Similarity	0.6524	NPC280548
Remote Similarity	0.6516	NPC21605
Remote Similarity	0.6513	NPC473868
Remote Similarity	0.6513	NPC63157
Remote Similarity	0.6507	NPC475428
Remote Similarity	0.6485	NPC6982
Remote Similarity	0.6483	NPC280807
Remote Similarity	0.6483	NPC314431
Remote Similarity	0.6483	NPC9856
Remote Similarity	0.6483	NPC226662
Remote Similarity	0.6471	NPC205652
Remote Similarity	0.6471	NPC472103
Remote Similarity	0.6471	NPC470550
Remote Similarity	0.6467	NPC251722
Remote Similarity	0.6467	NPC314102
Remote Similarity	0.6463	NPC201700
Remote Similarity	0.646	NPC473320
Remote Similarity	0.6452	NPC108800
Remote Similarity	0.6443	NPC267508
Remote Similarity	0.6443	NPC198988
Remote Similarity	0.6442	NPC470508
Remote Similarity	0.6438	NPC473587
Remote Similarity	0.6434	NPC470343
Remote Similarity	0.6434	NPC472244
Remote Similarity	0.6434	NPC122718
Remote Similarity	0.6433	NPC24678
Remote Similarity	0.6433	NPC105818
Remote Similarity	0.6433	NPC66936
Remote Similarity	0.6429	NPC258531
Remote Similarity	0.6429	NPC112373
Remote Similarity	0.6429	NPC161956
Remote Similarity	0.6424	NPC194411
Remote Similarity	0.642	NPC469741
Remote Similarity	0.6419	NPC184437
Remote Similarity	0.6415	NPC470507
Remote Similarity	0.6415	NPC207726
Remote Similarity	0.641	NPC477134
Remote Similarity	0.6405	NPC469537
Remote Similarity	0.6403	NPC228515
Remote Similarity	0.64	NPC469330
Remote Similarity	0.6398	NPC36495
Remote Similarity	0.6398	NPC276085
Remote Similarity	0.6395	NPC22079
Remote Similarity	0.6387	NPC314372
Remote Similarity	0.6387	NPC204141
Remote Similarity	0.6383	NPC215519
Remote Similarity	0.6383	NPC257490
Remote Similarity	0.6383	NPC103292
Remote Similarity	0.638	NPC271734
Remote Similarity	0.6375	NPC285469
Remote Similarity	0.637	NPC473762
Remote Similarity	0.6364	NPC190296
Remote Similarity	0.6358	NPC469560
Remote Similarity	0.6357	NPC177684
Remote Similarity	0.6357	NPC291962
Remote Similarity	0.6352	NPC469760
Remote Similarity	0.6352	NPC25008
Remote Similarity	0.6352	NPC469786
Remote Similarity	0.6352	NPC259644
Remote Similarity	0.6352	NPC469765
Remote Similarity	0.6352	NPC469763
Remote Similarity	0.6352	NPC73952
Remote Similarity	0.6347	NPC34508
Remote Similarity	0.634	NPC469761
Remote Similarity	0.634	NPC469779
Remote Similarity	0.634	NPC469767
Remote Similarity	0.634	NPC469768
Remote Similarity	0.634	NPC469780
Remote Similarity	0.634	NPC469783
Remote Similarity	0.634	NPC469784
Remote Similarity	0.6335	NPC286427
Remote Similarity	0.6333	NPC325599
Remote Similarity	0.6329	NPC154602
Remote Similarity	0.6323	NPC116519
Remote Similarity	0.6319	NPC99632
Remote Similarity	0.6319	NPC282339
Remote Similarity	0.6319	NPC474926
Remote Similarity	0.6316	NPC315051
Remote Similarity	0.6312	NPC211572
Remote Similarity	0.6312	NPC70922
Remote Similarity	0.6312	NPC75540
Remote Similarity	0.6312	NPC316582
Remote Similarity	0.6312	NPC279385
Remote Similarity	0.6312	NPC212376
Remote Similarity	0.6312	NPC80597
Remote Similarity	0.6312	NPC179605
Remote Similarity	0.631	NPC275305
Remote Similarity	0.631	NPC37423
Remote Similarity	0.631	NPC189812
Remote Similarity	0.631	NPC329688
Remote Similarity	0.6309	NPC473930
Remote Similarity	0.6308	NPC239854
Remote Similarity	0.6303	NPC49217
Remote Similarity	0.6299	NPC469766
Remote Similarity	0.6296	NPC56765
Remote Similarity	0.6296	NPC41257
Remote Similarity	0.6296	NPC206819
Remote Similarity	0.6296	NPC318065
Remote Similarity	0.6291	NPC325252
Remote Similarity	0.6291	NPC287358
Remote Similarity	0.6289	NPC285381
Remote Similarity	0.6282	NPC470440
Remote Similarity	0.6281	NPC229477
Remote Similarity	0.628	NPC90723
Remote Similarity	0.6279	NPC19679
Remote Similarity	0.6275	NPC88097
Remote Similarity	0.6275	NPC73767
Remote Similarity	0.6273	NPC51054
Remote Similarity	0.6272	NPC288785
Remote Similarity	0.627	NPC322040
Remote Similarity	0.6266	NPC473329
Remote Similarity	0.6259	NPC147957
Remote Similarity	0.6259	NPC125416
Remote Similarity	0.6258	NPC309531
Remote Similarity	0.6258	NPC20144
Remote Similarity	0.6258	NPC472102
Remote Similarity	0.6258	NPC248117
Remote Similarity	0.6258	NPC136002
Remote Similarity	0.625	NPC125746
Remote Similarity	0.625	NPC134825
Remote Similarity	0.624	NPC470926
Remote Similarity	0.6235	NPC68354
Remote Similarity	0.6235	NPC469428

Drug Structure

NPD6900 OpenBabel08211710072D 33 35 0 0 0 0 0 0 0 0999 V2000 1.9600 0.3979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3046 -1.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6223 0.3514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3246 1.4985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9325 1.3476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0664 2.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0068 -1.7191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0087 -1.6576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6354 -1.8964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3446 -1.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2977 -1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4684 1.3476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3344 -0.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3344 1.8476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2004 0.3476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3737 -0.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7587 -0.6893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9400 0.5968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6423 -0.5503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6423 0.5503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4684 0.3476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2004 1.3476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6623 -0.7492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9800 -0.1989 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 1.2977 1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6023 -0.1524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9600 0.3979 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3177 0.9482 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0664 1.8476 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6154 2.0953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3446 1.6974 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9531 2.8446 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 30 1 0 0 0 0 6 30 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 23 1 0 0 0 0 11 24 2 0 0 0 0 12 14 1 0 0 0 0 12 21 2 0 0 0 0 13 15 2 0 0 0 0 13 21 1 0 0 0 0 14 22 2 0 0 0 0 15 22 1 0 0 0 0 16 27 1 0 0 0 0 17 27 1 0 0 0 0 18 27 1 0 0 0 0 18 28 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 22 30 1 0 0 0 0 23 25 2 0 0 0 0 24 25 1 0 0 0 0 25 29 1 0 0 0 0 26 28 2 3 0 0 0 26 29 1 0 0 0 0 26 31 1 0 0 0 0 29 32 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009708
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.31
ALogP	0.2555
MLogP	3.99
XLogP	8.673
HDA	4
HBD	2
Rotatable Bonds	15
TPSA	47.86
RO5 Violation	1