NPASS drugs

Drug Information

Drug ID:	NPD8318
Drug Name:
Molecular Formula:	C42H52N4O7S
Canonical SMILES:	COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](c1ccc2c(c1)OCO2)CC(=N[C@@H](C(=O)N(C(C)C)C)Cc1ccc(cc1)CN1[C@H](C)CCC[C@@H]1C)O
Standard InCHI:	InChI=1S/C42H52N4O7S/c1-27(2)45(5)42(48)38(20-30-10-12-31(13-11-30)25-46-28(3)8-7-9-29(46)4)43-41(47)24-37(34-16-19-39-40(23-34)53-26-52-39)44-54(49,50)36-18-15-32-21-35(51-6)17-14-33(32)22-36/h10-19,21-23,27-29,37-38,44H,7-9,20,24-26H2,1-6H3,(H,43,47)/t28-,29+,37-,38-/m1/s1
Standard InCHIKey:	QGWIQIAWOCJRPI-WSCVWKGISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8318

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	263
0.1-0.2	1339
0.2-0.3	5687
0.3-0.4	7410
0.4-0.5	8712
0.5-0.6	6558
0.6-0.7	855
0.7-0.8	66
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	0.744	NPC124626
Intermediate Similarity	0.7418	NPC242728
Intermediate Similarity	0.7379	NPC102760
Intermediate Similarity	0.7336	NPC475654
Intermediate Similarity	0.7333	NPC475597
Intermediate Similarity	0.7333	NPC473716
Intermediate Similarity	0.7327	NPC164608
Intermediate Similarity	0.7311	NPC149962
Intermediate Similarity	0.7295	NPC138083
Intermediate Similarity	0.729	NPC123859
Intermediate Similarity	0.7277	NPC144314
Intermediate Similarity	0.7277	NPC241055
Intermediate Similarity	0.7243	NPC50548
Intermediate Similarity	0.7204	NPC281581
Intermediate Similarity	0.7196	NPC24228
Intermediate Similarity	0.719	NPC477259
Intermediate Similarity	0.719	NPC169387
Intermediate Similarity	0.7184	NPC32064
Intermediate Similarity	0.7164	NPC475393
Intermediate Similarity	0.7156	NPC473460
Intermediate Similarity	0.7122	NPC475215
Intermediate Similarity	0.7122	NPC108434
Intermediate Similarity	0.7097	NPC469689
Intermediate Similarity	0.7097	NPC471031
Intermediate Similarity	0.7095	NPC276120
Intermediate Similarity	0.7094	NPC86144
Intermediate Similarity	0.7094	NPC304659
Intermediate Similarity	0.7077	NPC475959
Intermediate Similarity	0.7075	NPC174122
Intermediate Similarity	0.7075	NPC64140
Intermediate Similarity	0.7073	NPC152212
Intermediate Similarity	0.7059	NPC298979
Intermediate Similarity	0.7056	NPC24260
Intermediate Similarity	0.7048	NPC299990
Intermediate Similarity	0.7048	NPC116284
Intermediate Similarity	0.7048	NPC73492
Intermediate Similarity	0.7045	NPC473422
Intermediate Similarity	0.7044	NPC276944
Intermediate Similarity	0.7044	NPC238530
Intermediate Similarity	0.7044	NPC168409
Intermediate Similarity	0.7044	NPC232514
Intermediate Similarity	0.7035	NPC138487
Intermediate Similarity	0.7035	NPC76079
Intermediate Similarity	0.7035	NPC216459
Intermediate Similarity	0.7035	NPC41178
Intermediate Similarity	0.7028	NPC234069
Intermediate Similarity	0.7023	NPC469816
Intermediate Similarity	0.7023	NPC469815
Intermediate Similarity	0.7015	NPC111485
Intermediate Similarity	0.7014	NPC116007
Intermediate Similarity	0.7014	NPC135772
Intermediate Similarity	0.701	NPC250846
Intermediate Similarity	0.701	NPC42549
Intermediate Similarity	0.701	NPC268503
Intermediate Similarity	0.701	NPC240841
Intermediate Similarity	0.701	NPC317272
Intermediate Similarity	0.701	NPC256012
Intermediate Similarity	0.7005	NPC193906
Intermediate Similarity	0.7005	NPC23080
Intermediate Similarity	0.7	NPC155442
Intermediate Similarity	0.7	NPC25084
Intermediate Similarity	0.7	NPC312918
Intermediate Similarity	0.7	NPC146288
Intermediate Similarity	0.7	NPC247639
Intermediate Similarity	0.7	NPC476574
Intermediate Similarity	0.7	NPC477561
Remote Similarity	0.6995	NPC189470
Remote Similarity	0.6991	NPC477258
Remote Similarity	0.699	NPC6152
Remote Similarity	0.698	NPC232924
Remote Similarity	0.698	NPC477559
Remote Similarity	0.698	NPC160298
Remote Similarity	0.698	NPC306902
Remote Similarity	0.698	NPC266753
Remote Similarity	0.6971	NPC477558
Remote Similarity	0.6967	NPC275132
Remote Similarity	0.6961	NPC231198
Remote Similarity	0.6959	NPC281629
Remote Similarity	0.6959	NPC234318
Remote Similarity	0.6948	NPC230098
Remote Similarity	0.6935	NPC26601
Remote Similarity	0.6935	NPC233029
Remote Similarity	0.6935	NPC210148
Remote Similarity	0.6927	NPC24264
Remote Similarity	0.6927	NPC476432
Remote Similarity	0.692	NPC46990
Remote Similarity	0.6916	NPC29531
Remote Similarity	0.6916	NPC237579
Remote Similarity	0.6915	NPC234392
Remote Similarity	0.6915	NPC31311
Remote Similarity	0.6912	NPC125924
Remote Similarity	0.6912	NPC233650
Remote Similarity	0.6905	NPC148693
Remote Similarity	0.6905	NPC294790
Remote Similarity	0.6905	NPC320223
Remote Similarity	0.6905	NPC118633
Remote Similarity	0.6905	NPC114364
Remote Similarity	0.6895	NPC212163
Remote Similarity	0.6893	NPC247389
Remote Similarity	0.689	NPC229166
Remote Similarity	0.689	NPC128560
Remote Similarity	0.689	NPC199465
Remote Similarity	0.6884	NPC82457
Remote Similarity	0.6884	NPC48490
Remote Similarity	0.6884	NPC175890
Remote Similarity	0.6884	NPC274661
Remote Similarity	0.6884	NPC82763
Remote Similarity	0.6884	NPC11296
Remote Similarity	0.6878	NPC225774
Remote Similarity	0.6878	NPC121275
Remote Similarity	0.6878	NPC16805
Remote Similarity	0.6878	NPC302527
Remote Similarity	0.6878	NPC134858
Remote Similarity	0.6878	NPC284183
Remote Similarity	0.6878	NPC4138
Remote Similarity	0.6878	NPC167546
Remote Similarity	0.6872	NPC27887
Remote Similarity	0.6872	NPC243454
Remote Similarity	0.6872	NPC475479
Remote Similarity	0.6869	NPC207824
Remote Similarity	0.6869	NPC57036
Remote Similarity	0.6869	NPC60538
Remote Similarity	0.6869	NPC219162
Remote Similarity	0.6866	NPC471563
Remote Similarity	0.6866	NPC187022
Remote Similarity	0.6866	NPC80129
Remote Similarity	0.6866	NPC256124
Remote Similarity	0.686	NPC66573
Remote Similarity	0.6857	NPC222524
Remote Similarity	0.6854	NPC83511
Remote Similarity	0.6853	NPC95075
Remote Similarity	0.6853	NPC253883
Remote Similarity	0.6853	NPC90844
Remote Similarity	0.6852	NPC41122
Remote Similarity	0.6852	NPC226708
Remote Similarity	0.6852	NPC191132
Remote Similarity	0.6852	NPC318805
Remote Similarity	0.6852	NPC60295
Remote Similarity	0.6847	NPC477080
Remote Similarity	0.6847	NPC216816
Remote Similarity	0.6845	NPC219341
Remote Similarity	0.6842	NPC2314
Remote Similarity	0.684	NPC473786
Remote Similarity	0.684	NPC195538
Remote Similarity	0.684	NPC478007
Remote Similarity	0.684	NPC32413
Remote Similarity	0.684	NPC474506
Remote Similarity	0.684	NPC239584
Remote Similarity	0.6837	NPC476576
Remote Similarity	0.6837	NPC186546
Remote Similarity	0.6833	NPC295676
Remote Similarity	0.6832	NPC186063
Remote Similarity	0.6829	NPC59567
Remote Similarity	0.6829	NPC328649
Remote Similarity	0.6825	NPC23219
Remote Similarity	0.6822	NPC249996
Remote Similarity	0.682	NPC476565
Remote Similarity	0.6818	NPC267414
Remote Similarity	0.6818	NPC130941
Remote Similarity	0.6818	NPC5374
Remote Similarity	0.6812	NPC210140
Remote Similarity	0.6812	NPC210918
Remote Similarity	0.6812	NPC150879
Remote Similarity	0.6812	NPC38964
Remote Similarity	0.6808	NPC476202
Remote Similarity	0.6808	NPC248642
Remote Similarity	0.6808	NPC476575
Remote Similarity	0.68	NPC277669
Remote Similarity	0.68	NPC76213
Remote Similarity	0.6792	NPC126284
Remote Similarity	0.6792	NPC258695
Remote Similarity	0.6792	NPC267408
Remote Similarity	0.6792	NPC470879
Remote Similarity	0.6789	NPC131258
Remote Similarity	0.6789	NPC85381
Remote Similarity	0.6784	NPC92541
Remote Similarity	0.6782	NPC93593
Remote Similarity	0.6782	NPC319320
Remote Similarity	0.6782	NPC287757
Remote Similarity	0.6781	NPC478008
Remote Similarity	0.678	NPC314725
Remote Similarity	0.678	NPC313375
Remote Similarity	0.6777	NPC287588
Remote Similarity	0.6777	NPC112575
Remote Similarity	0.6776	NPC156576
Remote Similarity	0.6774	NPC475754
Remote Similarity	0.6774	NPC259350
Remote Similarity	0.6774	NPC223236
Remote Similarity	0.677	NPC471561
Remote Similarity	0.6768	NPC144863
Remote Similarity	0.6763	NPC81247
Remote Similarity	0.6763	NPC476573
Remote Similarity	0.6763	NPC35627
Remote Similarity	0.6761	NPC179704
Remote Similarity	0.6759	NPC283207
Remote Similarity	0.6753	NPC82056
Remote Similarity	0.6751	NPC185838
Remote Similarity	0.6749	NPC170503
Remote Similarity	0.6749	NPC126519
Remote Similarity	0.6749	NPC203784

Drug Structure

NPD8318 OpenBabel08211713012D 56 61 0 0 1 0 0 0 0 0999 V2000 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 5.5000 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 -6.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 1 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -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 2 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 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 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 5.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 4.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 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 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 5 45 1 0 0 0 0 6 51 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 28 1 0 0 0 0 9 29 1 0 0 0 0 10 12 1 0 0 0 0 10 30 2 0 0 0 0 11 13 2 0 0 0 0 11 30 1 0 0 0 0 12 31 2 0 0 0 0 13 31 1 0 0 0 0 14 17 1 0 0 0 0 14 33 2 0 0 0 0 15 18 2 0 0 0 0 15 32 1 0 0 0 0 16 19 2 0 0 0 0 16 34 1 0 0 0 0 17 35 2 0 0 0 0 18 36 1 0 0 0 0 19 39 1 0 0 0 0 20 30 1 0 0 0 0 21 32 2 0 0 0 0 21 35 1 0 0 0 0 22 33 1 0 0 0 0 22 36 2 0 0 0 0 23 34 2 0 0 0 0 23 40 1 0 0 0 0 24 41 1 0 0 0 0 25 31 1 0 0 0 0 25 46 1 0 0 0 0 26 52 1 0 0 0 0 26 53 1 0 0 0 0 27 45 1 0 0 0 0 28 3 1 6 0 0 0 28 46 1 0 0 0 0 29 4 1 6 0 0 0 29 46 1 0 0 0 0 32 33 1 0 0 0 0 34 37 1 0 0 0 0 35 51 1 0 0 0 0 36 54 1 0 0 0 0 37 24 1 1 0 0 0 37 44 1 0 0 0 0 38 20 1 6 0 0 0 38 42 1 0 0 0 0 38 43 1 0 0 0 0 39 40 2 0 0 0 0 39 52 1 0 0 0 0 40 53 1 0 0 0 0 41 43 2 3 0 0 0 41 47 1 0 0 0 0 42 45 1 0 0 0 0 42 48 2 0 0 0 0 44 54 1 0 0 0 0 44 55 1 0 0 0 0 47 56 1 0 0 0 0 49 54 2 0 0 0 0 50 54 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002319
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9853583
ChEBI
CAS Number

Drug Properties

Molecular Weight	756.36
ALogP	-2.8006
MLogP	4.76
XLogP	7.4
HDA	8
HBD	2
Rotatable Bonds	22
TPSA	138.38
RO5 Violation	2