NPASS drugs

Drug Information

Drug ID:	NPD5617
Drug Name:	mTOR pathway inhibitors (cancer), TopoTarget
Molecular Formula:	C23H27NO3
Canonical SMILES:	COc1ccc2c(c1C)N=C([C@@]2(C1CCCCCC1)c1ccc(cc1)O)O
Standard InCHI:	InChI=1S/C23H27NO3/c1-15-20(27-2)14-13-19-21(15)24-22(26)23(19,16-7-5-3-4-6-8-16)17-9-11-18(25)12-10-17/h9-14,16,25H,3-8H2,1-2H3,(H,24,26)/t23-/m0/s1
Standard InCHIKey:	JLWDEIVDLTXBGE-QHCPKHFHSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5617

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	209
0.1-0.2	1280
0.2-0.3	3975
0.3-0.4	8487
0.4-0.5	4518
0.5-0.6	10209
0.6-0.7	2128
0.7-0.8	82
0.8-0.85	2
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	0.8182	NPC168153
Intermediate Similarity	0.8089	NPC219383
Intermediate Similarity	0.7829	NPC166667
Intermediate Similarity	0.7826	NPC10875
Intermediate Similarity	0.7826	NPC10730
Intermediate Similarity	0.7733	NPC311936
Intermediate Similarity	0.7733	NPC215747
Intermediate Similarity	0.7733	NPC192939
Intermediate Similarity	0.7725	NPC257354
Intermediate Similarity	0.7719	NPC265383
Intermediate Similarity	0.7711	NPC19555
Intermediate Similarity	0.7688	NPC119579
Intermediate Similarity	0.7674	NPC260118
Intermediate Similarity	0.7644	NPC28425
Intermediate Similarity	0.7622	NPC291359
Intermediate Similarity	0.7576	NPC235628
Intermediate Similarity	0.7557	NPC180253
Intermediate Similarity	0.7557	NPC219170
Intermediate Similarity	0.7531	NPC184161
Intermediate Similarity	0.7443	NPC276060
Intermediate Similarity	0.7432	NPC471315
Intermediate Similarity	0.7432	NPC471314
Intermediate Similarity	0.7418	NPC243834
Intermediate Similarity	0.7418	NPC70956
Intermediate Similarity	0.7416	NPC22928
Intermediate Similarity	0.7389	NPC294244
Intermediate Similarity	0.7374	NPC296742
Intermediate Similarity	0.7374	NPC112676
Intermediate Similarity	0.7374	NPC174629
Intermediate Similarity	0.7365	NPC306366
Intermediate Similarity	0.736	NPC69213
Intermediate Similarity	0.7356	NPC126515
Intermediate Similarity	0.7356	NPC274002
Intermediate Similarity	0.7356	NPC472331
Intermediate Similarity	0.7337	NPC204179
Intermediate Similarity	0.7333	NPC275027
Intermediate Similarity	0.7333	NPC325013
Intermediate Similarity	0.7318	NPC224293
Intermediate Similarity	0.7299	NPC9475
Intermediate Similarity	0.7293	NPC204970
Intermediate Similarity	0.7279	NPC43275
Intermediate Similarity	0.7273	NPC52475
Intermediate Similarity	0.7267	NPC310894
Intermediate Similarity	0.7244	NPC218530
Intermediate Similarity	0.7238	NPC28510
Intermediate Similarity	0.7229	NPC18614
Intermediate Similarity	0.7222	NPC141003
Intermediate Similarity	0.7222	NPC35344
Intermediate Similarity	0.7219	NPC329837
Intermediate Similarity	0.7158	NPC193777
Intermediate Similarity	0.7135	NPC11464
Intermediate Similarity	0.7128	NPC475085
Intermediate Similarity	0.7128	NPC475112
Intermediate Similarity	0.7128	NPC291535
Intermediate Similarity	0.7125	NPC314113
Intermediate Similarity	0.712	NPC29472
Intermediate Similarity	0.7115	NPC130595
Intermediate Similarity	0.7115	NPC93882
Intermediate Similarity	0.7114	NPC321133
Intermediate Similarity	0.7114	NPC160120
Intermediate Similarity	0.7114	NPC289330
Intermediate Similarity	0.7114	NPC53596
Intermediate Similarity	0.7114	NPC471308
Intermediate Similarity	0.7114	NPC17388
Intermediate Similarity	0.707	NPC313737
Intermediate Similarity	0.707	NPC285078
Intermediate Similarity	0.707	NPC6854
Intermediate Similarity	0.7065	NPC203972
Intermediate Similarity	0.7053	NPC14339
Intermediate Similarity	0.7051	NPC308885
Intermediate Similarity	0.7051	NPC255550
Intermediate Similarity	0.7033	NPC217294
Intermediate Similarity	0.7031	NPC205926
Intermediate Similarity	0.7031	NPC470931
Intermediate Similarity	0.703	NPC476151
Intermediate Similarity	0.7022	NPC39822
Intermediate Similarity	0.7018	NPC72291
Intermediate Similarity	0.7017	NPC33902
Intermediate Similarity	0.7017	NPC276674
Intermediate Similarity	0.7011	NPC114335
Intermediate Similarity	0.7011	NPC477888
Intermediate Similarity	0.7011	NPC280964
Intermediate Similarity	0.7011	NPC141915
Intermediate Similarity	0.7	NPC41801
Remote Similarity	0.6995	NPC168250
Remote Similarity	0.6995	NPC474904
Remote Similarity	0.6993	NPC201959
Remote Similarity	0.6974	NPC150026
Remote Similarity	0.6952	NPC272706
Remote Similarity	0.6948	NPC29477
Remote Similarity	0.6946	NPC477565
Remote Similarity	0.6946	NPC103379
Remote Similarity	0.6944	NPC98197
Remote Similarity	0.6943	NPC114102
Remote Similarity	0.6943	NPC313466
Remote Similarity	0.694	NPC477186
Remote Similarity	0.6935	NPC131017
Remote Similarity	0.6932	NPC225381
Remote Similarity	0.6927	NPC476106
Remote Similarity	0.6915	NPC72211
Remote Similarity	0.6911	NPC159101
Remote Similarity	0.6909	NPC185838
Remote Similarity	0.6907	NPC209769
Remote Similarity	0.6906	NPC62069
Remote Similarity	0.6903	NPC301713
Remote Similarity	0.6902	NPC474059
Remote Similarity	0.6899	NPC214869
Remote Similarity	0.6888	NPC48353
Remote Similarity	0.6887	NPC263835
Remote Similarity	0.6883	NPC95733
Remote Similarity	0.6883	NPC62101
Remote Similarity	0.6879	NPC27410
Remote Similarity	0.6879	NPC166014
Remote Similarity	0.6875	NPC237227
Remote Similarity	0.6872	NPC476651
Remote Similarity	0.6868	NPC94943
Remote Similarity	0.6868	NPC473007
Remote Similarity	0.686	NPC206736
Remote Similarity	0.686	NPC79328
Remote Similarity	0.686	NPC195766
Remote Similarity	0.6859	NPC251571
Remote Similarity	0.6854	NPC231371
Remote Similarity	0.6853	NPC113457
Remote Similarity	0.6848	NPC320088
Remote Similarity	0.6846	NPC258992
Remote Similarity	0.6842	NPC207757
Remote Similarity	0.6842	NPC276588
Remote Similarity	0.6842	NPC54379
Remote Similarity	0.6842	NPC39701
Remote Similarity	0.6842	NPC469817
Remote Similarity	0.6842	NPC110416
Remote Similarity	0.6842	NPC184026
Remote Similarity	0.6842	NPC295691
Remote Similarity	0.6842	NPC189266
Remote Similarity	0.6842	NPC127674
Remote Similarity	0.6842	NPC249797
Remote Similarity	0.6842	NPC2413
Remote Similarity	0.6842	NPC278799
Remote Similarity	0.6842	NPC131868
Remote Similarity	0.6842	NPC129176
Remote Similarity	0.6842	NPC5238
Remote Similarity	0.6842	NPC193949
Remote Similarity	0.6842	NPC204828
Remote Similarity	0.6842	NPC172765
Remote Similarity	0.6839	NPC70172
Remote Similarity	0.6839	NPC81641
Remote Similarity	0.6826	NPC191376
Remote Similarity	0.6826	NPC179825
Remote Similarity	0.6826	NPC321505
Remote Similarity	0.6824	NPC82285
Remote Similarity	0.6824	NPC133011
Remote Similarity	0.6823	NPC162484
Remote Similarity	0.6821	NPC221864
Remote Similarity	0.6818	NPC68328
Remote Similarity	0.6818	NPC211218
Remote Similarity	0.6816	NPC283152
Remote Similarity	0.6816	NPC228040
Remote Similarity	0.6816	NPC285941
Remote Similarity	0.6815	NPC155838
Remote Similarity	0.6813	NPC190007
Remote Similarity	0.6813	NPC179704
Remote Similarity	0.6809	NPC70259
Remote Similarity	0.6805	NPC274026
Remote Similarity	0.68	NPC1229
Remote Similarity	0.68	NPC323948
Remote Similarity	0.6797	NPC251259
Remote Similarity	0.679	NPC471316
Remote Similarity	0.6786	NPC246587
Remote Similarity	0.6786	NPC24233
Remote Similarity	0.6786	NPC135538
Remote Similarity	0.6786	NPC428
Remote Similarity	0.6786	NPC476571
Remote Similarity	0.6786	NPC147390
Remote Similarity	0.6784	NPC2295
Remote Similarity	0.6784	NPC470001
Remote Similarity	0.6784	NPC477564
Remote Similarity	0.6784	NPC470002
Remote Similarity	0.6782	NPC235143
Remote Similarity	0.6782	NPC205255
Remote Similarity	0.6782	NPC230956
Remote Similarity	0.6782	NPC271388
Remote Similarity	0.6782	NPC119649
Remote Similarity	0.6781	NPC9336
Remote Similarity	0.678	NPC298979
Remote Similarity	0.6779	NPC303370
Remote Similarity	0.6772	NPC161804
Remote Similarity	0.6772	NPC52029
Remote Similarity	0.6772	NPC35961
Remote Similarity	0.6772	NPC195749
Remote Similarity	0.6771	NPC474077
Remote Similarity	0.6771	NPC135887
Remote Similarity	0.6771	NPC199277
Remote Similarity	0.6768	NPC470090
Remote Similarity	0.6766	NPC37957
Remote Similarity	0.6766	NPC153923
Remote Similarity	0.6759	NPC75440
Remote Similarity	0.6758	NPC212535
Remote Similarity	0.6757	NPC264782
Remote Similarity	0.6755	NPC205934
Remote Similarity	0.6755	NPC43787

Drug Structure

NPD5617 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 1.6429 -1.3189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1619 -2.9163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7690 -2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2539 -2.0968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8101 -3.0811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8996 -1.1941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0993 -2.4215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9730 -0.9083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3320 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1718 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1718 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0116 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1238 -2.2179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4032 -2.8667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7206 -1.6186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1718 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3320 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0116 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9222 -1.2693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5190 -2.5671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9222 0.2997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4922 -0.4848 0.0000 C 0 0 2 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 -4.8513 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2219 1.2219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2396 -3.2159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6911 0.9697 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5730 1.9425 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 27 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 16 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 16 1 1 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004577
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.20
ALogP	-1.2684
MLogP	3.55
XLogP	6.002
HDA	2
HBD	2
Rotatable Bonds	7
TPSA	62.05
RO5 Violation	1