NPASS drugs

Drug Information

Drug ID:	NPD6533
Drug Name:
Molecular Formula:	C26H27NO3
Canonical SMILES:	COc1ccc(cc1)[C@@H]1[C@@H](CCCc2ccccc2)C(=O)N1c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C26H27NO3/c1-29-22-15-11-20(12-16-22)25-24(10-6-9-19-7-4-3-5-8-19)26(28)27(25)21-13-17-23(30-2)18-14-21/h3-5,7-8,11-18,24-25H,6,9-10H2,1-2H3/t24-,25-/m1/s1
Standard InCHIKey:	IMNTVVOUWFPRSB-JWQCQUIFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6533

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	224
0.1-0.2	1229
0.2-0.3	6114
0.3-0.4	6319
0.4-0.5	7321
0.5-0.6	8292
0.6-0.7	1307
0.7-0.8	84
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	0.7831	NPC93653
Intermediate Similarity	0.7798	NPC299582
Intermediate Similarity	0.7722	NPC473004
Intermediate Similarity	0.7677	NPC266425
Intermediate Similarity	0.7609	NPC71124
Intermediate Similarity	0.7598	NPC21425
Intermediate Similarity	0.7584	NPC473007
Intermediate Similarity	0.7568	NPC5374
Intermediate Similarity	0.7527	NPC138830
Intermediate Similarity	0.7516	NPC308197
Intermediate Similarity	0.7514	NPC100863
Intermediate Similarity	0.7514	NPC473569
Intermediate Similarity	0.75	NPC242000
Intermediate Similarity	0.7446	NPC230313
Intermediate Similarity	0.7433	NPC67904
Intermediate Similarity	0.7418	NPC473008
Intermediate Similarity	0.7391	NPC254957
Intermediate Similarity	0.7378	NPC9373
Intermediate Similarity	0.7377	NPC1820
Intermediate Similarity	0.7371	NPC73280
Intermediate Similarity	0.7368	NPC268077
Intermediate Similarity	0.736	NPC5167
Intermediate Similarity	0.736	NPC85613
Intermediate Similarity	0.7353	NPC301163
Intermediate Similarity	0.7351	NPC243626
Intermediate Similarity	0.7345	NPC285941
Intermediate Similarity	0.7326	NPC193906
Intermediate Similarity	0.7326	NPC23080
Intermediate Similarity	0.7326	NPC17677
Intermediate Similarity	0.7322	NPC474059
Intermediate Similarity	0.7316	NPC207971
Intermediate Similarity	0.7316	NPC473460
Intermediate Similarity	0.7297	NPC471825
Intermediate Similarity	0.7283	NPC24954
Intermediate Similarity	0.7282	NPC10732
Intermediate Similarity	0.7258	NPC198401
Intermediate Similarity	0.7249	NPC127178
Intermediate Similarity	0.7246	NPC144691
Intermediate Similarity	0.7225	NPC41216
Intermediate Similarity	0.7202	NPC308943
Intermediate Similarity	0.7194	NPC159815
Intermediate Similarity	0.7189	NPC22476
Intermediate Similarity	0.7178	NPC314682
Intermediate Similarity	0.7175	NPC307640
Intermediate Similarity	0.7174	NPC477186
Intermediate Similarity	0.7173	NPC473005
Intermediate Similarity	0.7165	NPC207873
Intermediate Similarity	0.7165	NPC100573
Intermediate Similarity	0.7157	NPC473006
Intermediate Similarity	0.7151	NPC204970
Intermediate Similarity	0.7135	NPC45389
Intermediate Similarity	0.7134	NPC328750
Intermediate Similarity	0.7134	NPC474915
Intermediate Similarity	0.7134	NPC213206
Intermediate Similarity	0.7134	NPC188163
Intermediate Similarity	0.7128	NPC471561
Intermediate Similarity	0.7127	NPC288305
Intermediate Similarity	0.7127	NPC190461
Intermediate Similarity	0.712	NPC471489
Intermediate Similarity	0.7119	NPC471604
Intermediate Similarity	0.7115	NPC250476
Intermediate Similarity	0.7089	NPC283079
Intermediate Similarity	0.7072	NPC287588
Intermediate Similarity	0.7072	NPC222524
Intermediate Similarity	0.707	NPC218323
Intermediate Similarity	0.7069	NPC289776
Intermediate Similarity	0.7069	NPC191863
Intermediate Similarity	0.7069	NPC133470
Intermediate Similarity	0.7065	NPC276674
Intermediate Similarity	0.7065	NPC33902
Intermediate Similarity	0.7062	NPC477161
Intermediate Similarity	0.7059	NPC114039
Intermediate Similarity	0.7059	NPC206109
Intermediate Similarity	0.7056	NPC82541
Intermediate Similarity	0.7053	NPC234933
Intermediate Similarity	0.7044	NPC231382
Intermediate Similarity	0.703	NPC470925
Intermediate Similarity	0.7026	NPC478075
Intermediate Similarity	0.7025	NPC172403
Intermediate Similarity	0.7012	NPC204156
Intermediate Similarity	0.7011	NPC249405
Intermediate Similarity	0.701	NPC473422
Intermediate Similarity	0.701	NPC475147
Intermediate Similarity	0.7005	NPC471304
Remote Similarity	0.6989	NPC70172
Remote Similarity	0.6982	NPC324081
Remote Similarity	0.6978	NPC283810
Remote Similarity	0.6971	NPC199737
Remote Similarity	0.6966	NPC469915
Remote Similarity	0.6965	NPC313327
Remote Similarity	0.6964	NPC185838
Remote Similarity	0.6957	NPC179704
Remote Similarity	0.6954	NPC477160
Remote Similarity	0.6952	NPC174629
Remote Similarity	0.695	NPC55470
Remote Similarity	0.6946	NPC136860
Remote Similarity	0.6946	NPC318525
Remote Similarity	0.6946	NPC476567
Remote Similarity	0.6946	NPC128019
Remote Similarity	0.6946	NPC10653
Remote Similarity	0.6941	NPC7467
Remote Similarity	0.6931	NPC203972
Remote Similarity	0.6927	NPC471648
Remote Similarity	0.6923	NPC14339
Remote Similarity	0.6902	NPC314659
Remote Similarity	0.6898	NPC320088
Remote Similarity	0.6897	NPC287757
Remote Similarity	0.6897	NPC288110
Remote Similarity	0.6897	NPC319320
Remote Similarity	0.6889	NPC241055
Remote Similarity	0.6882	NPC191376
Remote Similarity	0.6882	NPC179825
Remote Similarity	0.6882	NPC262725
Remote Similarity	0.6882	NPC321505
Remote Similarity	0.6882	NPC476144
Remote Similarity	0.6882	NPC210437
Remote Similarity	0.6882	NPC116007
Remote Similarity	0.6882	NPC16107
Remote Similarity	0.6882	NPC51957
Remote Similarity	0.6882	NPC106295
Remote Similarity	0.6881	NPC126556
Remote Similarity	0.6878	NPC148124
Remote Similarity	0.6875	NPC230942
Remote Similarity	0.6875	NPC315498
Remote Similarity	0.6869	NPC475133
Remote Similarity	0.6862	NPC312531
Remote Similarity	0.6862	NPC5630
Remote Similarity	0.6854	NPC476569
Remote Similarity	0.6853	NPC198160
Remote Similarity	0.6853	NPC222561
Remote Similarity	0.6851	NPC164608
Remote Similarity	0.685	NPC470482
Remote Similarity	0.685	NPC127996
Remote Similarity	0.685	NPC470481
Remote Similarity	0.6848	NPC197335
Remote Similarity	0.6842	NPC24233
Remote Similarity	0.6842	NPC147390
Remote Similarity	0.6842	NPC246587
Remote Similarity	0.6842	NPC476571
Remote Similarity	0.6842	NPC135538
Remote Similarity	0.6842	NPC475959
Remote Similarity	0.6842	NPC428
Remote Similarity	0.6836	NPC204867
Remote Similarity	0.6829	NPC11147
Remote Similarity	0.6829	NPC99724
Remote Similarity	0.6821	NPC119669
Remote Similarity	0.6821	NPC81733
Remote Similarity	0.6821	NPC15987
Remote Similarity	0.6821	NPC326316
Remote Similarity	0.6818	NPC90185
Remote Similarity	0.6809	NPC477259
Remote Similarity	0.6809	NPC169387
Remote Similarity	0.6802	NPC92541
Remote Similarity	0.6802	NPC219162
Remote Similarity	0.68	NPC220241
Remote Similarity	0.68	NPC471532
Remote Similarity	0.68	NPC295479
Remote Similarity	0.6798	NPC305984
Remote Similarity	0.679	NPC257390
Remote Similarity	0.6788	NPC112937
Remote Similarity	0.6784	NPC476151
Remote Similarity	0.6772	NPC474904
Remote Similarity	0.6772	NPC208890
Remote Similarity	0.6768	NPC473360
Remote Similarity	0.6766	NPC472098
Remote Similarity	0.6766	NPC119722
Remote Similarity	0.6765	NPC96321
Remote Similarity	0.6765	NPC146370
Remote Similarity	0.6765	NPC77777
Remote Similarity	0.6765	NPC189908
Remote Similarity	0.6761	NPC247639
Remote Similarity	0.6761	NPC25084
Remote Similarity	0.6757	NPC270301
Remote Similarity	0.6753	NPC241263
Remote Similarity	0.6751	NPC87714
Remote Similarity	0.6749	NPC234772
Remote Similarity	0.6748	NPC118419
Remote Similarity	0.6746	NPC248903
Remote Similarity	0.6743	NPC29285
Remote Similarity	0.674	NPC112336
Remote Similarity	0.674	NPC85482
Remote Similarity	0.674	NPC474814
Remote Similarity	0.6739	NPC321211
Remote Similarity	0.6738	NPC322621
Remote Similarity	0.6738	NPC102760
Remote Similarity	0.6737	NPC203628
Remote Similarity	0.6737	NPC28510
Remote Similarity	0.6736	NPC161804
Remote Similarity	0.6735	NPC311357
Remote Similarity	0.6733	NPC268223
Remote Similarity	0.6731	NPC321133
Remote Similarity	0.6728	NPC120251
Remote Similarity	0.6714	NPC311906
Remote Similarity	0.6707	NPC150712
Remote Similarity	0.6705	NPC123323
Remote Similarity	0.6705	NPC103379
Remote Similarity	0.6705	NPC60538
Remote Similarity	0.6705	NPC477565
Remote Similarity	0.6705	NPC207824
Remote Similarity	0.6704	NPC254700

Drug Structure

NPD6533 OpenBabel08211710072D 30 33 0 0 1 0 0 0 0 0999 V2000 -3.7944 -2.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5696 4.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2779 -0.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 -1.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.3282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 0.0694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 -0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 2 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 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -2.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 3.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 30 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 19 1 0 0 0 0 11 15 1 0 0 0 0 11 20 2 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 21 2 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 16 22 1 0 0 0 0 17 23 2 0 0 0 0 18 23 1 0 0 0 0 21 27 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 10 1 6 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 25 20 1 1 0 0 0 25 27 1 0 0 0 0 26 27 1 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000239
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.20
ALogP	-0.9035
MLogP	3.88
XLogP	8.135
HDA	2
HBD	0
Rotatable Bonds	10
TPSA	38.77
RO5 Violation	1