NPASS drugs

Drug Information

Drug ID:	NPD6855
Drug Name:
Molecular Formula:	C27H34N4O3
Canonical SMILES:	CN(C(=O)[C@@H]1CCCN1C(=NCc1ccc(cc1C)C(=O)N1CCCCc2c1cccc2)O)C
Standard InCHI:	InChI=1S/C27H34N4O3/c1-19-17-21(25(32)30-15-7-6-10-20-9-4-5-11-23(20)30)13-14-22(19)18-28-27(34)31-16-8-12-24(31)26(33)29(2)3/h4-5,9,11,13-14,17,24H,6-8,10,12,15-16,18H2,1-3H3,(H,28,34)/t24-/m0/s1
Standard InCHIKey:	RUOLFWZIFNQQGH-DEOSSOPVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6855

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	227
0.1-0.2	1532
0.2-0.3	8075
0.3-0.4	13163
0.4-0.5	5361
0.5-0.6	2141
0.6-0.7	362
0.7-0.8	29
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	0.7582	NPC162417
Intermediate Similarity	0.7582	NPC316104
Intermediate Similarity	0.7564	NPC207554
Intermediate Similarity	0.7515	NPC104345
Intermediate Similarity	0.75	NPC83214
Intermediate Similarity	0.7423	NPC66936
Intermediate Similarity	0.7419	NPC300299
Intermediate Similarity	0.7338	NPC207428
Intermediate Similarity	0.7322	NPC470787
Intermediate Similarity	0.7322	NPC472539
Intermediate Similarity	0.7322	NPC472540
Intermediate Similarity	0.7283	NPC472542
Intermediate Similarity	0.7283	NPC472541
Intermediate Similarity	0.7225	NPC355
Intermediate Similarity	0.7202	NPC222029
Intermediate Similarity	0.7189	NPC471199
Intermediate Similarity	0.7188	NPC471164
Intermediate Similarity	0.716	NPC276085
Intermediate Similarity	0.7143	NPC84317
Intermediate Similarity	0.7126	NPC295021
Intermediate Similarity	0.7114	NPC226143
Intermediate Similarity	0.7112	NPC106118
Intermediate Similarity	0.7093	NPC471130
Intermediate Similarity	0.7073	NPC324445
Intermediate Similarity	0.7063	NPC469560
Intermediate Similarity	0.7059	NPC154478
Intermediate Similarity	0.7019	NPC315051
Intermediate Similarity	0.7006	NPC475607
Intermediate Similarity	0.7	NPC122553
Remote Similarity	0.6977	NPC88970
Remote Similarity	0.6975	NPC471574
Remote Similarity	0.6966	NPC474081
Remote Similarity	0.6963	NPC295548
Remote Similarity	0.6954	NPC258531
Remote Similarity	0.6954	NPC112373
Remote Similarity	0.6954	NPC161956
Remote Similarity	0.6949	NPC475594
Remote Similarity	0.6923	NPC209389
Remote Similarity	0.6923	NPC150863
Remote Similarity	0.6914	NPC475248
Remote Similarity	0.6914	NPC63047
Remote Similarity	0.6908	NPC257490
Remote Similarity	0.6891	NPC225400
Remote Similarity	0.6887	NPC291962
Remote Similarity	0.6887	NPC177684
Remote Similarity	0.6886	NPC109787
Remote Similarity	0.6883	NPC192533
Remote Similarity	0.6871	NPC2823
Remote Similarity	0.6871	NPC470301
Remote Similarity	0.6856	NPC472538
Remote Similarity	0.6856	NPC470786
Remote Similarity	0.6856	NPC471155
Remote Similarity	0.6848	NPC136002
Remote Similarity	0.6839	NPC189116
Remote Similarity	0.6839	NPC113056
Remote Similarity	0.6839	NPC138293
Remote Similarity	0.6833	NPC474041
Remote Similarity	0.6833	NPC475761
Remote Similarity	0.6832	NPC471123
Remote Similarity	0.6831	NPC133003
Remote Similarity	0.6821	NPC474058
Remote Similarity	0.6821	NPC270241
Remote Similarity	0.6818	NPC254698
Remote Similarity	0.6813	NPC470205
Remote Similarity	0.6809	NPC198401
Remote Similarity	0.6804	NPC471191
Remote Similarity	0.6798	NPC242269
Remote Similarity	0.6796	NPC286994
Remote Similarity	0.6792	NPC473962
Remote Similarity	0.6778	NPC14849
Remote Similarity	0.6776	NPC21429
Remote Similarity	0.6774	NPC471196
Remote Similarity	0.6774	NPC471195
Remote Similarity	0.6772	NPC472245
Remote Similarity	0.6772	NPC280807
Remote Similarity	0.6772	NPC187231
Remote Similarity	0.6772	NPC314431
Remote Similarity	0.6766	NPC248601
Remote Similarity	0.6765	NPC117032
Remote Similarity	0.6753	NPC39818
Remote Similarity	0.6735	NPC285192
Remote Similarity	0.6731	NPC470343
Remote Similarity	0.6731	NPC472244
Remote Similarity	0.6731	NPC79698
Remote Similarity	0.6724	NPC315368
Remote Similarity	0.6707	NPC130251
Remote Similarity	0.6703	NPC11149
Remote Similarity	0.6688	NPC322433
Remote Similarity	0.6685	NPC472118
Remote Similarity	0.6667	NPC186284
Remote Similarity	0.6667	NPC328611
Remote Similarity	0.6667	NPC301760
Remote Similarity	0.6667	NPC470548
Remote Similarity	0.6667	NPC22082
Remote Similarity	0.6648	NPC147298
Remote Similarity	0.6648	NPC182057
Remote Similarity	0.6648	NPC131450
Remote Similarity	0.6647	NPC470822
Remote Similarity	0.6646	NPC476950
Remote Similarity	0.6629	NPC68650
Remote Similarity	0.6627	NPC212799
Remote Similarity	0.6623	NPC27833
Remote Similarity	0.6611	NPC161861
Remote Similarity	0.6596	NPC324091
Remote Similarity	0.6588	NPC237649
Remote Similarity	0.6588	NPC300596
Remote Similarity	0.6581	NPC103292
Remote Similarity	0.6578	NPC473815
Remote Similarity	0.6576	NPC113626
Remote Similarity	0.6568	NPC478039
Remote Similarity	0.6552	NPC244425
Remote Similarity	0.6552	NPC15384
Remote Similarity	0.655	NPC473329
Remote Similarity	0.6531	NPC55529
Remote Similarity	0.6529	NPC254798
Remote Similarity	0.6524	NPC325599
Remote Similarity	0.6524	NPC17273
Remote Similarity	0.6524	NPC141612
Remote Similarity	0.6524	NPC135601
Remote Similarity	0.6522	NPC126458
Remote Similarity	0.6522	NPC91179
Remote Similarity	0.6519	NPC96901
Remote Similarity	0.6517	NPC6865
Remote Similarity	0.6517	NPC471194
Remote Similarity	0.6517	NPC471193
Remote Similarity	0.6517	NPC71132
Remote Similarity	0.6517	NPC153980
Remote Similarity	0.6516	NPC279385
Remote Similarity	0.6516	NPC179605
Remote Similarity	0.6512	NPC154602
Remote Similarity	0.6503	NPC234987
Remote Similarity	0.65	NPC473322
Remote Similarity	0.6497	NPC194881
Remote Similarity	0.6497	NPC469741
Remote Similarity	0.6494	NPC220698
Remote Similarity	0.649	NPC57051
Remote Similarity	0.6488	NPC478040
Remote Similarity	0.6484	NPC248862
Remote Similarity	0.6484	NPC469529
Remote Similarity	0.6481	NPC53044
Remote Similarity	0.6474	NPC475915
Remote Similarity	0.6474	NPC285381
Remote Similarity	0.6471	NPC307396
Remote Similarity	0.6471	NPC471197
Remote Similarity	0.6468	NPC72956
Remote Similarity	0.6467	NPC11126
Remote Similarity	0.6467	NPC475094
Remote Similarity	0.6457	NPC29285
Remote Similarity	0.6452	NPC159125
Remote Similarity	0.645	NPC314186
Remote Similarity	0.6441	NPC225319
Remote Similarity	0.6441	NPC472102
Remote Similarity	0.6441	NPC309531
Remote Similarity	0.6439	NPC471198
Remote Similarity	0.6437	NPC281094
Remote Similarity	0.6436	NPC94752
Remote Similarity	0.6433	NPC268534
Remote Similarity	0.6432	NPC88110
Remote Similarity	0.6432	NPC475685
Remote Similarity	0.642	NPC113946
Remote Similarity	0.6417	NPC477003
Remote Similarity	0.6417	NPC228835
Remote Similarity	0.6407	NPC472243
Remote Similarity	0.6405	NPC288232
Remote Similarity	0.6404	NPC472117
Remote Similarity	0.6404	NPC472101
Remote Similarity	0.6404	NPC472120
Remote Similarity	0.6395	NPC473418
Remote Similarity	0.6391	NPC469537
Remote Similarity	0.6389	NPC214960
Remote Similarity	0.6389	NPC114637
Remote Similarity	0.6389	NPC279527
Remote Similarity	0.6387	NPC276430
Remote Similarity	0.6387	NPC92803
Remote Similarity	0.6384	NPC36495
Remote Similarity	0.6384	NPC471122
Remote Similarity	0.6383	NPC476341
Remote Similarity	0.6364	NPC313673
Remote Similarity	0.6359	NPC471743
Remote Similarity	0.6349	NPC150308
Remote Similarity	0.6348	NPC201424
Remote Similarity	0.6348	NPC143457
Remote Similarity	0.6345	NPC471944
Remote Similarity	0.6344	NPC16659
Remote Similarity	0.6343	NPC471132
Remote Similarity	0.6341	NPC471192
Remote Similarity	0.6339	NPC251212
Remote Similarity	0.6339	NPC139085
Remote Similarity	0.6339	NPC214626
Remote Similarity	0.6335	NPC128582
Remote Similarity	0.6333	NPC471124
Remote Similarity	0.6333	NPC472106
Remote Similarity	0.6322	NPC243756
Remote Similarity	0.6313	NPC476231
Remote Similarity	0.6306	NPC200964
Remote Similarity	0.6306	NPC316582
Remote Similarity	0.6302	NPC476460
Remote Similarity	0.6302	NPC117244
Remote Similarity	0.6302	NPC473763
Remote Similarity	0.6298	NPC472114

Drug Structure

NPD6855 OpenBabel08211710072D 35 38 0 0 1 0 0 0 0 0999 V2000 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8157 1.0248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2804 2.6720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8743 -3.5234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6518 -2.5485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 -4.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9387 -3.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1412 -4.2036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -4.6906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6962 -2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 -5.1612 -2.9339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1857 -3.9088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9631 -2.9339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 1.3849 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0725 1.6939 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3783 2.0540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 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 1 19 1 0 0 0 0 2 29 1 0 0 0 0 3 29 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 23 2 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 21 2 0 0 0 0 14 22 2 0 0 0 0 15 30 1 0 0 0 0 16 31 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 25 1 0 0 0 0 23 30 1 0 0 0 0 24 26 1 6 0 0 0 24 31 1 0 0 0 0 25 30 1 0 0 0 0 25 32 2 0 0 0 0 26 29 1 0 0 0 0 26 33 2 0 0 0 0 27 28 2 3 0 0 0 27 31 1 0 0 0 0 27 34 1 0 0 0 0 34 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009631
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10298385
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.26
ALogP	-1.9336
MLogP	3.66
XLogP	5.499
HDA	7
HBD	1
Rotatable Bonds	11
TPSA	76.45
RO5 Violation	1