NPASS drugs

Drug Information

Drug ID:	NPD8106
Drug Name:	Olcegepant
Molecular Formula:	C38H47Br2N9O5
Canonical SMILES:	NCCCC[C@@H](C(=O)N1CCN(CC1)c1ccncc1)N=C([C@H](N=C(N1CCC(CC1)N1Cc2ccccc2N=C1O)O)Cc1cc(Br)c(c(c1)Br)O)O
Standard InCHI:	InChI=1S/C38H47Br2N9O5/c39-29-21-25(22-30(40)34(29)50)23-33(45-37(53)48-15-10-28(11-16-48)49-24-26-5-1-2-6-31(26)44-38(49)54)35(51)43-32(7-3-4-12-41)36(52)47-19-17-46(18-20-47)27-8-13-42-14-9-27/h1-2,5-6,8-9,13-14,21-22,28,32-33,50H,3-4,7,10-12,15-20,23-24,41H2,(H,43,51)(H,44,54)(H,45,53)/t32-,33+/m0/s1
Standard InCHIKey:	ITIXDWVDFFXNEG-JHOUSYSJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8106

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	423
0.1-0.2	3240
0.2-0.3	9510
0.3-0.4	12268
0.4-0.5	2707
0.5-0.6	2220
0.6-0.7	489
0.7-0.8	33
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	0.7342	NPC33064
Intermediate Similarity	0.7342	NPC174489
Intermediate Similarity	0.728	NPC26641
Intermediate Similarity	0.7246	NPC326363
Intermediate Similarity	0.7241	NPC470502
Intermediate Similarity	0.722	NPC37152
Intermediate Similarity	0.7185	NPC200553
Intermediate Similarity	0.7179	NPC470503
Intermediate Similarity	0.7167	NPC162002
Intermediate Similarity	0.7143	NPC469727
Intermediate Similarity	0.7125	NPC325976
Intermediate Similarity	0.7119	NPC24370
Intermediate Similarity	0.7119	NPC214142
Intermediate Similarity	0.7119	NPC319232
Intermediate Similarity	0.7108	NPC314882
Intermediate Similarity	0.7089	NPC118559
Intermediate Similarity	0.7089	NPC124920
Intermediate Similarity	0.7089	NPC304307
Intermediate Similarity	0.7089	NPC261251
Intermediate Similarity	0.7089	NPC34580
Intermediate Similarity	0.707	NPC478009
Intermediate Similarity	0.7066	NPC28945
Intermediate Similarity	0.7064	NPC470501
Intermediate Similarity	0.7059	NPC100547
Intermediate Similarity	0.7054	NPC245055
Intermediate Similarity	0.7042	NPC279189
Intermediate Similarity	0.7031	NPC315467
Intermediate Similarity	0.7029	NPC223409
Intermediate Similarity	0.7029	NPC322135
Intermediate Similarity	0.7029	NPC95240
Intermediate Similarity	0.7021	NPC473317
Intermediate Similarity	0.7017	NPC186351
Intermediate Similarity	0.7	NPC14288
Remote Similarity	0.6996	NPC184225
Remote Similarity	0.6971	NPC321592
Remote Similarity	0.6971	NPC54803
Remote Similarity	0.6942	NPC284888
Remote Similarity	0.6942	NPC323752
Remote Similarity	0.6938	NPC478010
Remote Similarity	0.6933	NPC125597
Remote Similarity	0.6929	NPC478006
Remote Similarity	0.687	NPC478011
Remote Similarity	0.6849	NPC175150
Remote Similarity	0.6849	NPC243633
Remote Similarity	0.6849	NPC220851
Remote Similarity	0.6846	NPC117980
Remote Similarity	0.6844	NPC314176
Remote Similarity	0.6842	NPC59779
Remote Similarity	0.6842	NPC124542
Remote Similarity	0.6842	NPC471177
Remote Similarity	0.6838	NPC237740
Remote Similarity	0.6831	NPC477516
Remote Similarity	0.6829	NPC82472
Remote Similarity	0.6803	NPC220852
Remote Similarity	0.6789	NPC285343
Remote Similarity	0.6777	NPC471178
Remote Similarity	0.6774	NPC271792
Remote Similarity	0.6771	NPC324149
Remote Similarity	0.6762	NPC191863
Remote Similarity	0.6762	NPC289776
Remote Similarity	0.6762	NPC133470
Remote Similarity	0.6758	NPC475746
Remote Similarity	0.6748	NPC477549
Remote Similarity	0.6742	NPC478012
Remote Similarity	0.6737	NPC74969
Remote Similarity	0.6736	NPC323244
Remote Similarity	0.6731	NPC314056
Remote Similarity	0.6726	NPC78767
Remote Similarity	0.6726	NPC473814
Remote Similarity	0.6723	NPC313804
Remote Similarity	0.6723	NPC315804
Remote Similarity	0.6709	NPC72956
Remote Similarity	0.6697	NPC94752
Remote Similarity	0.6696	NPC53144
Remote Similarity	0.6693	NPC470504
Remote Similarity	0.6681	NPC471194
Remote Similarity	0.6681	NPC471193
Remote Similarity	0.6681	NPC153980
Remote Similarity	0.6681	NPC6865
Remote Similarity	0.668	NPC272549
Remote Similarity	0.668	NPC115595
Remote Similarity	0.6667	NPC153400
Remote Similarity	0.6654	NPC478013
Remote Similarity	0.6652	NPC74153
Remote Similarity	0.6652	NPC477111
Remote Similarity	0.6639	NPC304926
Remote Similarity	0.6639	NPC476041
Remote Similarity	0.6639	NPC27041
Remote Similarity	0.6638	NPC477113
Remote Similarity	0.6637	NPC93390
Remote Similarity	0.6627	NPC41679
Remote Similarity	0.6626	NPC328924
Remote Similarity	0.6624	NPC80596
Remote Similarity	0.661	NPC128084
Remote Similarity	0.66	NPC477861
Remote Similarity	0.6597	NPC183407
Remote Similarity	0.6597	NPC471192
Remote Similarity	0.6595	NPC470505
Remote Similarity	0.6582	NPC477610
Remote Similarity	0.658	NPC211813
Remote Similarity	0.6578	NPC473763
Remote Similarity	0.6578	NPC117244
Remote Similarity	0.6573	NPC97902
Remote Similarity	0.6569	NPC477715
Remote Similarity	0.6567	NPC476121
Remote Similarity	0.6567	NPC476124
Remote Similarity	0.6562	NPC181081
Remote Similarity	0.656	NPC150048
Remote Similarity	0.656	NPC203754
Remote Similarity	0.6557	NPC60006
Remote Similarity	0.6553	NPC476116
Remote Similarity	0.6552	NPC200836
Remote Similarity	0.6549	NPC99666
Remote Similarity	0.6549	NPC304187
Remote Similarity	0.6549	NPC471448
Remote Similarity	0.6549	NPC477166
Remote Similarity	0.6548	NPC171393
Remote Similarity	0.6548	NPC295452
Remote Similarity	0.6542	NPC475736
Remote Similarity	0.6542	NPC477714
Remote Similarity	0.654	NPC207020
Remote Similarity	0.6537	NPC475935
Remote Similarity	0.6537	NPC52909
Remote Similarity	0.6537	NPC94211
Remote Similarity	0.6535	NPC469734
Remote Similarity	0.6535	NPC222018
Remote Similarity	0.6532	NPC228835
Remote Similarity	0.6527	NPC322064
Remote Similarity	0.6527	NPC67658
Remote Similarity	0.6525	NPC85273
Remote Similarity	0.6524	NPC475070
Remote Similarity	0.6524	NPC470500
Remote Similarity	0.6522	NPC477109
Remote Similarity	0.6522	NPC477108
Remote Similarity	0.6522	NPC477107
Remote Similarity	0.652	NPC473821
Remote Similarity	0.6516	NPC245348
Remote Similarity	0.6515	NPC168209
Remote Similarity	0.6509	NPC471617
Remote Similarity	0.6506	NPC475635
Remote Similarity	0.6502	NPC162748
Remote Similarity	0.6495	NPC97367
Remote Similarity	0.6494	NPC269203
Remote Similarity	0.6494	NPC106771
Remote Similarity	0.6494	NPC23420
Remote Similarity	0.6494	NPC77241
Remote Similarity	0.6494	NPC315491
Remote Similarity	0.6494	NPC303820
Remote Similarity	0.6494	NPC13456
Remote Similarity	0.6494	NPC166209
Remote Similarity	0.6494	NPC45459
Remote Similarity	0.6494	NPC205254
Remote Similarity	0.6493	NPC77101
Remote Similarity	0.6492	NPC89987
Remote Similarity	0.6485	NPC478157
Remote Similarity	0.6483	NPC162860
Remote Similarity	0.6482	NPC201831
Remote Similarity	0.6482	NPC17487
Remote Similarity	0.6482	NPC473312
Remote Similarity	0.6476	NPC477167
Remote Similarity	0.6476	NPC473342
Remote Similarity	0.6475	NPC167908
Remote Similarity	0.6473	NPC281049
Remote Similarity	0.6468	NPC54420
Remote Similarity	0.6463	NPC6215
Remote Similarity	0.6463	NPC476491
Remote Similarity	0.6459	NPC477630
Remote Similarity	0.6459	NPC477635
Remote Similarity	0.6458	NPC477110
Remote Similarity	0.6453	NPC473376
Remote Similarity	0.6452	NPC477112
Remote Similarity	0.645	NPC220797
Remote Similarity	0.645	NPC475914
Remote Similarity	0.645	NPC201266
Remote Similarity	0.645	NPC474318
Remote Similarity	0.645	NPC268744
Remote Similarity	0.645	NPC153123
Remote Similarity	0.6444	NPC17059
Remote Similarity	0.6441	NPC18348
Remote Similarity	0.6438	NPC469938
Remote Similarity	0.6437	NPC471762
Remote Similarity	0.6435	NPC262898
Remote Similarity	0.6434	NPC316110
Remote Similarity	0.6434	NPC315893
Remote Similarity	0.6434	NPC478141
Remote Similarity	0.6434	NPC313587
Remote Similarity	0.6431	NPC321939
Remote Similarity	0.6429	NPC320968
Remote Similarity	0.6426	NPC175602
Remote Similarity	0.6425	NPC11126
Remote Similarity	0.6423	NPC2497
Remote Similarity	0.6416	NPC246591
Remote Similarity	0.6416	NPC213629
Remote Similarity	0.6414	NPC295228
Remote Similarity	0.6414	NPC61038
Remote Similarity	0.6414	NPC478158
Remote Similarity	0.6412	NPC216369
Remote Similarity	0.6409	NPC471536
Remote Similarity	0.6408	NPC130570
Remote Similarity	0.6407	NPC265576

Drug Structure

NPD8106 OpenBabel08211713002D 60 65 0 0 1 0 0 0 0 0999 V2000 3.4641 0.0000 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 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 6.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 3.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 3.0000 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 -1.7321 2.0000 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 -9.5263 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 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 -10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 0 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 -6.0622 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 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 -6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -2.5981 7.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 8.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 N 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 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -0.8660 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 -6.0622 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 7 1 0 0 0 0 4 12 1 0 0 0 0 5 26 2 0 0 0 0 6 31 2 0 0 0 0 8 13 1 0 0 0 0 8 27 2 0 0 0 0 9 14 2 0 0 0 0 9 27 1 0 0 0 0 10 15 1 0 0 0 0 10 28 1 0 0 0 0 11 16 1 0 0 0 0 11 28 1 0 0 0 0 12 41 1 0 0 0 0 13 42 2 0 0 0 0 14 42 1 0 0 0 0 15 48 1 0 0 0 0 16 48 1 0 0 0 0 17 19 1 0 0 0 0 17 46 1 0 0 0 0 18 20 1 0 0 0 0 18 46 1 0 0 0 0 19 47 1 0 0 0 0 20 47 1 0 0 0 0 21 25 2 0 0 0 0 21 29 1 0 0 0 0 22 25 1 0 0 0 0 22 30 2 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 24 49 1 0 0 0 0 26 31 1 0 0 0 0 27 46 1 0 0 0 0 28 49 1 0 0 0 0 29 34 2 0 0 0 0 29 39 1 0 0 0 0 30 34 1 0 0 0 0 30 40 1 0 0 0 0 31 44 1 0 0 0 0 32 7 1 6 0 0 0 32 36 1 0 0 0 0 32 43 1 0 0 0 0 33 23 1 1 0 0 0 33 35 1 0 0 0 0 33 45 1 0 0 0 0 34 50 1 0 0 0 0 35 43 2 3 0 0 0 35 51 1 0 0 0 0 36 47 1 0 0 0 0 36 52 2 0 0 0 0 37 45 2 3 0 0 0 37 48 1 0 0 0 0 37 53 1 0 0 0 0 38 44 2 0 0 0 0 38 49 1 0 0 0 0 38 54 1 0 0 0 0 41 55 1 0 0 0 0 41 56 1 0 0 0 0 50 57 1 0 0 0 0 51 58 1 0 0 0 0 53 59 1 0 0 0 0 54 60 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000315; DCL000187
DrugBank	DB04869
ChEMBL	CHEMBL207197
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918509
ChEBI
CAS Number	204697-65-4

Drug Properties

Molecular Weight	867.21
ALogP	-1.9342
MLogP	3.88
XLogP	5.999
HDA	13
HBD	5
Rotatable Bonds	21
TPSA	186.94
RO5 Violation	3