NPASS drugs

Drug Information

Drug ID:	NPD6795
Drug Name:
Molecular Formula:	C27H30N4O4
Canonical SMILES:	COc1ccc(cc1)C(=O)Nc1cccc(c1NC(=O)c1ccc(cc1)N1CCCN(CC1)C)O
Standard InCHI:	InChI=1S/C27H30N4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34)
Standard InCHIKey:	IJNIQYINMSGIPS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6795

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	277
0.1-0.2	2012
0.2-0.3	9253
0.3-0.4	2961
0.4-0.5	9788
0.5-0.6	5966
0.6-0.7	605
0.7-0.8	27
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	0.8251	NPC73280
Intermediate Similarity	0.75	NPC299582
Intermediate Similarity	0.7398	NPC314659
Intermediate Similarity	0.7347	NPC197335
Intermediate Similarity	0.7311	NPC470481
Intermediate Similarity	0.7311	NPC470482
Intermediate Similarity	0.7308	NPC473422
Intermediate Similarity	0.7299	NPC474366
Intermediate Similarity	0.7286	NPC87391
Intermediate Similarity	0.7268	NPC100863
Intermediate Similarity	0.726	NPC122886
Intermediate Similarity	0.7238	NPC212123
Intermediate Similarity	0.7157	NPC474815
Intermediate Similarity	0.7143	NPC87714
Intermediate Similarity	0.7109	NPC477161
Intermediate Similarity	0.7108	NPC206109
Intermediate Similarity	0.7108	NPC114039
Intermediate Similarity	0.7095	NPC473460
Intermediate Similarity	0.7083	NPC176113
Intermediate Similarity	0.7083	NPC298449
Intermediate Similarity	0.7062	NPC163829
Intermediate Similarity	0.7059	NPC203628
Intermediate Similarity	0.7059	NPC22476
Intermediate Similarity	0.7037	NPC250448
Intermediate Similarity	0.7028	NPC158551
Intermediate Similarity	0.7018	NPC126556
Intermediate Similarity	0.7005	NPC303214
Intermediate Similarity	0.7	NPC232600
Remote Similarity	0.6991	NPC305542
Remote Similarity	0.6987	NPC151171
Remote Similarity	0.6986	NPC182853
Remote Similarity	0.6981	NPC313112
Remote Similarity	0.6981	NPC301292
Remote Similarity	0.6976	NPC1820
Remote Similarity	0.6972	NPC471531
Remote Similarity	0.6968	NPC7560
Remote Similarity	0.6963	NPC207873
Remote Similarity	0.6963	NPC100573
Remote Similarity	0.6959	NPC30749
Remote Similarity	0.6957	NPC230313
Remote Similarity	0.6951	NPC115588
Remote Similarity	0.6944	NPC218303
Remote Similarity	0.6933	NPC194740
Remote Similarity	0.693	NPC477160
Remote Similarity	0.6927	NPC148391
Remote Similarity	0.6916	NPC222561
Remote Similarity	0.6915	NPC144691
Remote Similarity	0.6912	NPC119722
Remote Similarity	0.6909	NPC77777
Remote Similarity	0.6909	NPC134702
Remote Similarity	0.6905	NPC5374
Remote Similarity	0.6897	NPC235194
Remote Similarity	0.6887	NPC288759
Remote Similarity	0.6887	NPC15987
Remote Similarity	0.6875	NPC179287
Remote Similarity	0.6875	NPC243626
Remote Similarity	0.6869	NPC246140
Remote Similarity	0.6869	NPC195787
Remote Similarity	0.6866	NPC471532
Remote Similarity	0.6863	NPC262725
Remote Similarity	0.6857	NPC71124
Remote Similarity	0.6854	NPC41216
Remote Similarity	0.6849	NPC189661
Remote Similarity	0.6849	NPC2905
Remote Similarity	0.6842	NPC170333
Remote Similarity	0.6837	NPC308943
Remote Similarity	0.6837	NPC198160
Remote Similarity	0.6832	NPC28368
Remote Similarity	0.6832	NPC270301
Remote Similarity	0.6822	NPC133156
Remote Similarity	0.6822	NPC268077
Remote Similarity	0.682	NPC269449
Remote Similarity	0.6816	NPC76478
Remote Similarity	0.6816	NPC118189
Remote Similarity	0.6814	NPC473007
Remote Similarity	0.6814	NPC13249
Remote Similarity	0.681	NPC316282
Remote Similarity	0.681	NPC161804
Remote Similarity	0.6808	NPC1464
Remote Similarity	0.6806	NPC90185
Remote Similarity	0.6804	NPC114468
Remote Similarity	0.6798	NPC470317
Remote Similarity	0.6796	NPC266425
Remote Similarity	0.6794	NPC198401
Remote Similarity	0.6784	NPC66777
Remote Similarity	0.6779	NPC204970
Remote Similarity	0.6777	NPC138615
Remote Similarity	0.6777	NPC218733
Remote Similarity	0.6777	NPC265642
Remote Similarity	0.6777	NPC132874
Remote Similarity	0.6776	NPC207971
Remote Similarity	0.677	NPC285254
Remote Similarity	0.6766	NPC9475
Remote Similarity	0.6763	NPC473008
Remote Similarity	0.6763	NPC474059
Remote Similarity	0.6761	NPC111492
Remote Similarity	0.6759	NPC478075
Remote Similarity	0.6758	NPC116178
Remote Similarity	0.6757	NPC303658
Remote Similarity	0.6753	NPC301163
Remote Similarity	0.6749	NPC288305
Remote Similarity	0.6746	NPC254957
Remote Similarity	0.6745	NPC241263
Remote Similarity	0.6744	NPC475147
Remote Similarity	0.6735	NPC204867
Remote Similarity	0.6731	NPC92803
Remote Similarity	0.6728	NPC330683
Remote Similarity	0.6728	NPC329567
Remote Similarity	0.6727	NPC217903
Remote Similarity	0.6727	NPC321166
Remote Similarity	0.6726	NPC19175
Remote Similarity	0.6715	NPC18890
Remote Similarity	0.6714	NPC67904
Remote Similarity	0.6712	NPC295479
Remote Similarity	0.6712	NPC87413
Remote Similarity	0.6712	NPC220241
Remote Similarity	0.6711	NPC148124
Remote Similarity	0.67	NPC298320
Remote Similarity	0.6699	NPC473004
Remote Similarity	0.6698	NPC234933
Remote Similarity	0.6697	NPC471561
Remote Similarity	0.6696	NPC150239
Remote Similarity	0.6684	NPC199737
Remote Similarity	0.6684	NPC289776
Remote Similarity	0.6684	NPC133470
Remote Similarity	0.6684	NPC191863
Remote Similarity	0.6683	NPC313293
Remote Similarity	0.6683	NPC174629
Remote Similarity	0.6681	NPC154922
Remote Similarity	0.6681	NPC291173
Remote Similarity	0.6667	NPC41501
Remote Similarity	0.6667	NPC469450
Remote Similarity	0.6667	NPC9373
Remote Similarity	0.6667	NPC470480
Remote Similarity	0.6667	NPC172222
Remote Similarity	0.6667	NPC128476
Remote Similarity	0.6667	NPC99724
Remote Similarity	0.6652	NPC268223
Remote Similarity	0.6638	NPC471762
Remote Similarity	0.6637	NPC313327
Remote Similarity	0.6633	NPC93653
Remote Similarity	0.6622	NPC55470
Remote Similarity	0.6621	NPC475133
Remote Similarity	0.6618	NPC98416
Remote Similarity	0.6618	NPC166169
Remote Similarity	0.6613	NPC242933
Remote Similarity	0.661	NPC469452
Remote Similarity	0.661	NPC469722
Remote Similarity	0.661	NPC469451
Remote Similarity	0.6607	NPC247803
Remote Similarity	0.6606	NPC127996
Remote Similarity	0.6603	NPC5630
Remote Similarity	0.6594	NPC248903
Remote Similarity	0.6583	NPC182131
Remote Similarity	0.6583	NPC471652
Remote Similarity	0.6581	NPC314702
Remote Similarity	0.6578	NPC208084
Remote Similarity	0.6575	NPC39679
Remote Similarity	0.6564	NPC251071
Remote Similarity	0.6564	NPC220851
Remote Similarity	0.6562	NPC195636
Remote Similarity	0.6559	NPC319645
Remote Similarity	0.6559	NPC238412
Remote Similarity	0.6559	NPC132385
Remote Similarity	0.6555	NPC208522
Remote Similarity	0.6555	NPC329932
Remote Similarity	0.6553	NPC301501
Remote Similarity	0.655	NPC66490
Remote Similarity	0.655	NPC26928
Remote Similarity	0.6549	NPC174760
Remote Similarity	0.6542	NPC17677
Remote Similarity	0.654	NPC113455
Remote Similarity	0.6537	NPC70092
Remote Similarity	0.6537	NPC39822
Remote Similarity	0.6537	NPC5167
Remote Similarity	0.6537	NPC223242
Remote Similarity	0.6533	NPC473041
Remote Similarity	0.6533	NPC195120
Remote Similarity	0.6533	NPC87560
Remote Similarity	0.653	NPC4687
Remote Similarity	0.653	NPC249583
Remote Similarity	0.6528	NPC469732
Remote Similarity	0.6524	NPC473105
Remote Similarity	0.6524	NPC473569
Remote Similarity	0.6522	NPC302235
Remote Similarity	0.6522	NPC471742
Remote Similarity	0.652	NPC329830
Remote Similarity	0.6511	NPC131977
Remote Similarity	0.6509	NPC471825
Remote Similarity	0.6508	NPC308197
Remote Similarity	0.6507	NPC231924
Remote Similarity	0.6505	NPC327005
Remote Similarity	0.6504	NPC219397
Remote Similarity	0.6494	NPC274640
Remote Similarity	0.6493	NPC28510
Remote Similarity	0.649	NPC138083
Remote Similarity	0.6489	NPC305984
Remote Similarity	0.6485	NPC112336
Remote Similarity	0.6485	NPC474814
Remote Similarity	0.6485	NPC471648

Drug Structure

NPD6795 OpenBabel08211710072D 38 41 0 0 0 0 0 0 0 0999 V2000 8.3405 -2.7370 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8545 -3.6774 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 2.5981 -1.5000 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 -3.4641 -2.0000 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 3.4641 -2.0000 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 -4.3301 -1.5000 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 6.8433 -3.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1214 -2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9780 -1.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0224 -1.4367 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 4.3301 -1.5000 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 -0.8660 -0.5000 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 0.0000 0.0000 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 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 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3433 -2.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 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 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -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 0.8660 -1.5000 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 30 1 0 0 0 0 2 35 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 15 1 0 0 0 0 4 16 1 0 0 0 0 5 23 1 0 0 0 0 6 24 2 0 0 0 0 7 11 1 0 0 0 0 7 19 2 0 0 0 0 8 12 2 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 9 20 2 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 22 1 0 0 0 0 15 30 1 0 0 0 0 16 31 1 0 0 0 0 17 18 1 0 0 0 0 17 30 1 0 0 0 0 18 31 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 21 31 1 0 0 0 0 22 35 1 0 0 0 0 23 25 2 0 0 0 0 23 28 1 0 0 0 0 24 25 1 0 0 0 0 24 32 1 0 0 0 0 25 29 1 0 0 0 0 26 28 1 0 0 0 0 26 33 2 0 0 0 0 27 29 1 0 0 0 0 27 34 2 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001895
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49843900
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.23
ALogP	-1.8946
MLogP	3.55
XLogP	4.136
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	94.14
RO5 Violation	0