NPASS drugs

Drug Information

Drug ID:	NPD8453
Drug Name:
Molecular Formula:	C46H48N2O8
Canonical SMILES:	COc1cc(C)cc2c1c(O)c(cc2c1c(O)cc(c2c1C[C@H](C)N[C@H]2C)O)c1cc(c2c(O)cc(c3c2C[C@H](C)N[C@H]3C)O)c2c(c1O)c(OC)cc(c2)C
Standard InCHI:	InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m0/s1
Standard InCHIKey:	GMLBVLXDRNJFGR-ZJZGAYNASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8453

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	1260
0.2-0.3	4564
0.3-0.4	8317
0.4-0.5	3836
0.5-0.6	9183
0.6-0.7	2969
0.7-0.8	372
0.8-0.85	80
0.85-0.9	34
0.9-0.95	8
0.95-1	4

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
High Similarity	1.0	NPC40496
High Similarity	1.0	NPC119068
High Similarity	0.9939	NPC230276
High Similarity	0.9939	NPC257269
High Similarity	0.9302	NPC259350
High Similarity	0.9302	NPC223236
High Similarity	0.9264	NPC209377
High Similarity	0.9249	NPC476565
High Similarity	0.9207	NPC56887
High Similarity	0.9207	NPC193853
High Similarity	0.9207	NPC223077
High Similarity	0.9091	NPC195392
High Similarity	0.8977	NPC256124
High Similarity	0.8957	NPC79328
High Similarity	0.8909	NPC79402
High Similarity	0.8909	NPC80759
High Similarity	0.8902	NPC221864
High Similarity	0.8902	NPC7393
High Similarity	0.8896	NPC29647
High Similarity	0.8848	NPC230956
High Similarity	0.8848	NPC119649
High Similarity	0.8848	NPC271388
High Similarity	0.8848	NPC205255
High Similarity	0.8848	NPC235143
High Similarity	0.8743	NPC16357
High Similarity	0.8743	NPC95426
High Similarity	0.8743	NPC302245
High Similarity	0.8701	NPC11296
High Similarity	0.8701	NPC48490
High Similarity	0.8701	NPC82457
High Similarity	0.8701	NPC175890
High Similarity	0.8701	NPC274661
High Similarity	0.8693	NPC65312
High Similarity	0.8693	NPC139783
High Similarity	0.8652	NPC60295
High Similarity	0.8652	NPC191132
High Similarity	0.8644	NPC275680
High Similarity	0.8644	NPC22115
High Similarity	0.8606	NPC123323
High Similarity	0.8556	NPC473589
High Similarity	0.8556	NPC478091
High Similarity	0.8556	NPC478092
High Similarity	0.8556	NPC30182
High Similarity	0.8514	NPC243454
High Similarity	0.8514	NPC475479
High Similarity	0.85	NPC478093
Intermediate Similarity	0.8466	NPC239584
Intermediate Similarity	0.8418	NPC15414
Intermediate Similarity	0.8418	NPC42663
Intermediate Similarity	0.8418	NPC328155
Intermediate Similarity	0.8418	NPC8836
Intermediate Similarity	0.8418	NPC271013
Intermediate Similarity	0.8418	NPC251735
Intermediate Similarity	0.8418	NPC7715
Intermediate Similarity	0.8418	NPC104196
Intermediate Similarity	0.8418	NPC279228
Intermediate Similarity	0.8418	NPC54654
Intermediate Similarity	0.8418	NPC222661
Intermediate Similarity	0.8418	NPC182052
Intermediate Similarity	0.8418	NPC239824
Intermediate Similarity	0.8418	NPC258657
Intermediate Similarity	0.8418	NPC290582
Intermediate Similarity	0.8418	NPC217748
Intermediate Similarity	0.8418	NPC229373
Intermediate Similarity	0.8418	NPC223690
Intermediate Similarity	0.8418	NPC49075
Intermediate Similarity	0.8418	NPC290005
Intermediate Similarity	0.8418	NPC181796
Intermediate Similarity	0.8418	NPC90998
Intermediate Similarity	0.8418	NPC311973
Intermediate Similarity	0.8418	NPC30779
Intermediate Similarity	0.8418	NPC185639
Intermediate Similarity	0.8418	NPC285931
Intermediate Similarity	0.8409	NPC474507
Intermediate Similarity	0.8389	NPC206900
Intermediate Similarity	0.838	NPC212237
Intermediate Similarity	0.838	NPC116465
Intermediate Similarity	0.838	NPC47077
Intermediate Similarity	0.838	NPC14507
Intermediate Similarity	0.8371	NPC274716
Intermediate Similarity	0.8371	NPC167116
Intermediate Similarity	0.8371	NPC302275
Intermediate Similarity	0.8371	NPC254441
Intermediate Similarity	0.8362	NPC286119
Intermediate Similarity	0.8295	NPC148709
Intermediate Similarity	0.8295	NPC476577
Intermediate Similarity	0.8295	NPC173416
Intermediate Similarity	0.8278	NPC57036
Intermediate Similarity	0.8266	NPC204947
Intermediate Similarity	0.8229	NPC317439
Intermediate Similarity	0.8229	NPC76682
Intermediate Similarity	0.8229	NPC276890
Intermediate Similarity	0.8229	NPC198498
Intermediate Similarity	0.8229	NPC63646
Intermediate Similarity	0.8229	NPC115284
Intermediate Similarity	0.8229	NPC317145
Intermediate Similarity	0.8229	NPC10908
Intermediate Similarity	0.8229	NPC227060
Intermediate Similarity	0.8229	NPC108434
Intermediate Similarity	0.8229	NPC475215
Intermediate Similarity	0.8192	NPC293093
Intermediate Similarity	0.8187	NPC281581
Intermediate Similarity	0.8182	NPC129518
Intermediate Similarity	0.8182	NPC251580
Intermediate Similarity	0.8182	NPC66341
Intermediate Similarity	0.8182	NPC41376
Intermediate Similarity	0.8182	NPC12424
Intermediate Similarity	0.8182	NPC192135
Intermediate Similarity	0.8182	NPC477020
Intermediate Similarity	0.8171	NPC26240
Intermediate Similarity	0.8171	NPC69712
Intermediate Similarity	0.8171	NPC477562
Intermediate Similarity	0.815	NPC24465
Intermediate Similarity	0.8132	NPC186546
Intermediate Similarity	0.8132	NPC476576
Intermediate Similarity	0.8125	NPC239775
Intermediate Similarity	0.8103	NPC264850
Intermediate Similarity	0.8103	NPC13916
Intermediate Similarity	0.8098	NPC24260
Intermediate Similarity	0.8095	NPC254581
Intermediate Similarity	0.8068	NPC109925
Intermediate Similarity	0.8	NPC35627
Intermediate Similarity	0.8	NPC470879
Intermediate Similarity	0.8	NPC476573
Intermediate Similarity	0.8	NPC258695
Intermediate Similarity	0.8	NPC81247
Intermediate Similarity	0.7989	NPC475393
Intermediate Similarity	0.7968	NPC234318
Intermediate Similarity	0.7966	NPC118274
Intermediate Similarity	0.7966	NPC168753
Intermediate Similarity	0.7956	NPC474506
Intermediate Similarity	0.7956	NPC32413
Intermediate Similarity	0.7943	NPC4138
Intermediate Similarity	0.7943	NPC121275
Intermediate Similarity	0.7943	NPC284183
Intermediate Similarity	0.7931	NPC60186
Intermediate Similarity	0.7927	NPC273623
Intermediate Similarity	0.7912	NPC73492
Intermediate Similarity	0.7912	NPC299990
Intermediate Similarity	0.7898	NPC250846
Intermediate Similarity	0.7898	NPC240841
Intermediate Similarity	0.7898	NPC256012
Intermediate Similarity	0.7898	NPC268503
Intermediate Similarity	0.7898	NPC317272
Intermediate Similarity	0.7898	NPC42549
Intermediate Similarity	0.7886	NPC1229
Intermediate Similarity	0.7886	NPC324144
Intermediate Similarity	0.7869	NPC135772
Intermediate Similarity	0.7861	NPC85381
Intermediate Similarity	0.7861	NPC195766
Intermediate Similarity	0.7861	NPC206736
Intermediate Similarity	0.7857	NPC477561
Intermediate Similarity	0.7857	NPC155442
Intermediate Similarity	0.7857	NPC476574
Intermediate Similarity	0.7857	NPC312918
Intermediate Similarity	0.7853	NPC474931
Intermediate Similarity	0.7853	NPC145832
Intermediate Similarity	0.7853	NPC306555
Intermediate Similarity	0.7853	NPC12053
Intermediate Similarity	0.7853	NPC81218
Intermediate Similarity	0.7853	NPC158376
Intermediate Similarity	0.7853	NPC117188
Intermediate Similarity	0.7853	NPC205421
Intermediate Similarity	0.7849	NPC318805
Intermediate Similarity	0.7849	NPC41122
Intermediate Similarity	0.7845	NPC23219
Intermediate Similarity	0.7842	NPC475654
Intermediate Similarity	0.7841	NPC13504
Intermediate Similarity	0.7841	NPC78222
Intermediate Similarity	0.7841	NPC477563
Intermediate Similarity	0.7841	NPC306843
Intermediate Similarity	0.7841	NPC196447
Intermediate Similarity	0.7841	NPC253043
Intermediate Similarity	0.7841	NPC136508
Intermediate Similarity	0.7841	NPC96603
Intermediate Similarity	0.7841	NPC212794
Intermediate Similarity	0.7836	NPC114124
Intermediate Similarity	0.7807	NPC117717
Intermediate Similarity	0.7805	NPC71465
Intermediate Similarity	0.7805	NPC472646
Intermediate Similarity	0.7803	NPC170503
Intermediate Similarity	0.7803	NPC203784
Intermediate Similarity	0.7803	NPC126519
Intermediate Similarity	0.7791	NPC2295
Intermediate Similarity	0.7791	NPC477564
Intermediate Similarity	0.779	NPC112575
Intermediate Similarity	0.7765	NPC92541
Intermediate Similarity	0.7765	NPC207824
Intermediate Similarity	0.7765	NPC60538
Intermediate Similarity	0.7754	NPC475754
Intermediate Similarity	0.7746	NPC295691
Intermediate Similarity	0.7746	NPC2413
Intermediate Similarity	0.7746	NPC249797
Intermediate Similarity	0.7746	NPC127674
Intermediate Similarity	0.7746	NPC39701
Intermediate Similarity	0.7746	NPC189266
Intermediate Similarity	0.7746	NPC184026
Intermediate Similarity	0.7746	NPC5238
Intermediate Similarity	0.7746	NPC204828
Intermediate Similarity	0.7746	NPC193949

Drug Structure

NPD8453 OpenBabel08211713022D 64 71 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 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 5.1962 -4.0000 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 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 3.4641 -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 2.5981 -4.5000 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 4.3301 -2.5000 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 1.7321 -1.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 2.5981 -1.5000 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 0.8660 -1.5000 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 4.3301 -1.5000 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 0.0000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -0.8660 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 -4.3301 -1.5000 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 -2.5981 -1.5000 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 -0.8660 0.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 1 19 1 0 0 0 0 2 20 1 0 0 0 0 7 55 1 0 0 0 0 8 56 1 0 0 0 0 9 19 2 0 0 0 0 9 25 1 0 0 0 0 10 20 2 0 0 0 0 10 26 1 0 0 0 0 11 19 1 0 0 0 0 11 37 2 0 0 0 0 12 20 1 0 0 0 0 12 38 2 0 0 0 0 13 21 1 0 0 0 0 13 31 1 0 0 0 0 14 22 1 0 0 0 0 14 32 1 0 0 0 0 15 27 2 0 0 0 0 15 29 1 0 0 0 0 16 28 2 0 0 0 0 16 30 1 0 0 0 0 17 33 2 0 0 0 0 17 35 1 0 0 0 0 18 34 2 0 0 0 0 18 36 1 0 0 0 0 21 3 1 1 0 0 0 21 47 1 0 0 0 0 22 4 1 1 0 0 0 22 48 1 0 0 0 0 23 5 1 6 0 0 0 23 39 1 0 0 0 0 23 47 1 0 0 0 0 24 6 1 6 0 0 0 24 40 1 0 0 0 0 24 48 1 0 0 0 0 25 27 1 0 0 0 0 25 43 2 0 0 0 0 26 28 1 0 0 0 0 26 44 2 0 0 0 0 27 41 1 0 0 0 0 28 42 1 0 0 0 0 29 30 1 0 0 0 0 29 45 2 0 0 0 0 30 46 2 0 0 0 0 31 39 2 0 0 0 0 31 41 1 0 0 0 0 32 40 2 0 0 0 0 32 42 1 0 0 0 0 33 39 1 0 0 0 0 33 49 1 0 0 0 0 34 40 1 0 0 0 0 34 50 1 0 0 0 0 35 41 2 0 0 0 0 35 51 1 0 0 0 0 36 42 2 0 0 0 0 36 52 1 0 0 0 0 37 43 1 0 0 0 0 37 55 1 0 0 0 0 38 44 1 0 0 0 0 38 56 1 0 0 0 0 43 45 1 0 0 0 0 44 46 1 0 0 0 0 45 53 1 0 0 0 0 46 54 1 0 0 0 0 47 57 1 0 0 0 0 48 58 1 0 0 0 0 49 59 1 0 0 0 0 50 60 1 0 0 0 0 51 61 1 0 0 0 0 52 62 1 0 0 0 0 53 63 1 0 0 0 0 54 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007822
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16683588
ChEBI
CAS Number

Drug Properties

Molecular Weight	756.34
ALogP	-2.2938
MLogP	5.42
XLogP	5.274
HDA	2
HBD	8
Rotatable Bonds	19
TPSA	163.9
RO5 Violation	2