NPASS drugs

Drug Information

Drug ID:	NPD8424
Drug Name:
Molecular Formula:	C45H53NO14
Canonical SMILES:	CC(=O)O[C@H]1C(=O)[C@]23C[C@H]2C[C@@H]2[C@]([C@H]3[C@@H]([C@]3(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(OC(C)(C)C)O)O)C3)(C)C)O)OC(=O)c1ccccc1)(CO2)OC(=O)C
Standard InCHI:	InChI=1S/C45H53NO14/c1-23-29(57-39(52)33(49)32(26-15-11-9-12-16-26)46-40(53)60-41(4,5)6)21-45(54)37(58-38(51)27-17-13-10-14-18-27)35-43(36(50)34(56-24(2)47)31(23)42(45,7)8)20-28(43)19-30-44(35,22-55-30)59-25(3)48/h9-18,28-30,32-35,37,49,54H,19-22H2,1-8H3,(H,46,53)/t28-,29+,30-,32+,33-,34-,35+,37+,43-,44+,45-/m1/s1
Standard InCHIKey:	DXOJIXGRFSHVKA-BZVZGCBYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8424

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	176
0.1-0.2	783
0.2-0.3	1802
0.3-0.4	3898
0.4-0.5	8337
0.5-0.6	11232
0.6-0.7	4190
0.7-0.8	427
0.8-0.85	15
0.85-0.9	5
0.9-0.95	24
0.95-1	1

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	0.9647	NPC471623
High Similarity	0.9364	NPC275170
High Similarity	0.9364	NPC471629
High Similarity	0.9364	NPC306001
High Similarity	0.9364	NPC206211
High Similarity	0.9364	NPC324251
High Similarity	0.9364	NPC473400
High Similarity	0.931	NPC67246
High Similarity	0.931	NPC33372
High Similarity	0.9253	NPC317882
High Similarity	0.9253	NPC453583
High Similarity	0.9253	NPC475336
High Similarity	0.9253	NPC471754
High Similarity	0.9253	NPC473300
High Similarity	0.9111	NPC472391
High Similarity	0.9101	NPC208553
High Similarity	0.9101	NPC181964
High Similarity	0.9101	NPC471606
High Similarity	0.9056	NPC472375
High Similarity	0.9056	NPC472392
High Similarity	0.905	NPC473558
High Similarity	0.9045	NPC321072
High Similarity	0.9045	NPC215892
High Similarity	0.9045	NPC242662
High Similarity	0.9045	NPC191193
High Similarity	0.8962	NPC116862
High Similarity	0.8944	NPC473490
High Similarity	0.892	NPC327699
High Similarity	0.8907	NPC289383
High Similarity	0.8889	NPC36607
Intermediate Similarity	0.8176	NPC219419
Intermediate Similarity	0.8171	NPC471493
Intermediate Similarity	0.8129	NPC155329
Intermediate Similarity	0.8129	NPC259144
Intermediate Similarity	0.8129	NPC114357
Intermediate Similarity	0.8081	NPC217091
Intermediate Similarity	0.807	NPC229545
Intermediate Similarity	0.807	NPC11588
Intermediate Similarity	0.807	NPC134685
Intermediate Similarity	0.807	NPC248265
Intermediate Similarity	0.8035	NPC472393
Intermediate Similarity	0.8023	NPC473670
Intermediate Similarity	0.8023	NPC21410
Intermediate Similarity	0.8	NPC91730
Intermediate Similarity	0.8	NPC7095
Intermediate Similarity	0.7977	NPC106895
Intermediate Similarity	0.7965	NPC249471
Intermediate Similarity	0.7965	NPC158333
Intermediate Similarity	0.7965	NPC256142
Intermediate Similarity	0.7965	NPC473414
Intermediate Similarity	0.7965	NPC472030
Intermediate Similarity	0.7965	NPC257213
Intermediate Similarity	0.7965	NPC1173
Intermediate Similarity	0.7965	NPC472022
Intermediate Similarity	0.7965	NPC304876
Intermediate Similarity	0.7965	NPC237549
Intermediate Similarity	0.7965	NPC265395
Intermediate Similarity	0.7965	NPC472005
Intermediate Similarity	0.7965	NPC242262
Intermediate Similarity	0.7953	NPC197037
Intermediate Similarity	0.7953	NPC306799
Intermediate Similarity	0.7953	NPC101043
Intermediate Similarity	0.7941	NPC250046
Intermediate Similarity	0.7941	NPC60509
Intermediate Similarity	0.7941	NPC81698
Intermediate Similarity	0.7919	NPC228204
Intermediate Similarity	0.7919	NPC26033
Intermediate Similarity	0.7919	NPC472549
Intermediate Similarity	0.7919	NPC282239
Intermediate Similarity	0.7919	NPC114410
Intermediate Similarity	0.7919	NPC112523
Intermediate Similarity	0.7904	NPC182869
Intermediate Similarity	0.7895	NPC198455
Intermediate Similarity	0.7895	NPC470245
Intermediate Similarity	0.7895	NPC161239
Intermediate Similarity	0.7895	NPC473214
Intermediate Similarity	0.7895	NPC112216
Intermediate Similarity	0.7895	NPC165260
Intermediate Similarity	0.7882	NPC217918
Intermediate Similarity	0.787	NPC127857
Intermediate Similarity	0.7861	NPC77719
Intermediate Similarity	0.7849	NPC471103
Intermediate Similarity	0.7849	NPC51602
Intermediate Similarity	0.7836	NPC476975
Intermediate Similarity	0.7836	NPC473215
Intermediate Similarity	0.7829	NPC469417
Intermediate Similarity	0.7829	NPC469771
Intermediate Similarity	0.7824	NPC474935
Intermediate Similarity	0.7824	NPC94602
Intermediate Similarity	0.7816	NPC473632
Intermediate Similarity	0.7816	NPC473611
Intermediate Similarity	0.7816	NPC469730
Intermediate Similarity	0.7816	NPC132599
Intermediate Similarity	0.7811	NPC38696
Intermediate Similarity	0.7803	NPC472548
Intermediate Similarity	0.7798	NPC34012
Intermediate Similarity	0.7784	NPC471102
Intermediate Similarity	0.7765	NPC473541
Intermediate Similarity	0.7751	NPC477894
Intermediate Similarity	0.7735	NPC102465
Intermediate Similarity	0.7709	NPC295408
Intermediate Similarity	0.7709	NPC150893
Intermediate Similarity	0.7709	NPC329960
Intermediate Similarity	0.7701	NPC477905
Intermediate Similarity	0.7697	NPC476077
Intermediate Similarity	0.7692	NPC472546
Intermediate Similarity	0.7688	NPC469448
Intermediate Similarity	0.7688	NPC254558
Intermediate Similarity	0.7684	NPC469399
Intermediate Similarity	0.7661	NPC171525
Intermediate Similarity	0.7661	NPC472568
Intermediate Similarity	0.7661	NPC184817
Intermediate Similarity	0.7661	NPC472571
Intermediate Similarity	0.7661	NPC301946
Intermediate Similarity	0.7661	NPC471104
Intermediate Similarity	0.7661	NPC177940
Intermediate Similarity	0.7661	NPC277053
Intermediate Similarity	0.7661	NPC470159
Intermediate Similarity	0.7661	NPC70403
Intermediate Similarity	0.7661	NPC476973
Intermediate Similarity	0.7661	NPC473088
Intermediate Similarity	0.7661	NPC472556
Intermediate Similarity	0.7661	NPC96903
Intermediate Similarity	0.7661	NPC469349
Intermediate Similarity	0.7661	NPC472575
Intermediate Similarity	0.7661	NPC200471
Intermediate Similarity	0.7661	NPC470157
Intermediate Similarity	0.7661	NPC174982
Intermediate Similarity	0.7661	NPC158663
Intermediate Similarity	0.7661	NPC29704
Intermediate Similarity	0.7661	NPC472572
Intermediate Similarity	0.7644	NPC470153
Intermediate Similarity	0.7633	NPC224491
Intermediate Similarity	0.7624	NPC61891
Intermediate Similarity	0.7611	NPC66193
Intermediate Similarity	0.7605	NPC472374
Intermediate Similarity	0.7605	NPC472372
Intermediate Similarity	0.7602	NPC188865
Intermediate Similarity	0.7602	NPC80895
Intermediate Similarity	0.7602	NPC472570
Intermediate Similarity	0.7602	NPC470231
Intermediate Similarity	0.7602	NPC95265
Intermediate Similarity	0.7602	NPC476974
Intermediate Similarity	0.7602	NPC260194
Intermediate Similarity	0.7602	NPC470152
Intermediate Similarity	0.7602	NPC57628
Intermediate Similarity	0.7602	NPC471912
Intermediate Similarity	0.7602	NPC241951
Intermediate Similarity	0.7602	NPC475122
Intermediate Similarity	0.7602	NPC472573
Intermediate Similarity	0.7602	NPC472569
Intermediate Similarity	0.7602	NPC25768
Intermediate Similarity	0.7602	NPC11685
Intermediate Similarity	0.7602	NPC163719
Intermediate Similarity	0.7602	NPC70716
Intermediate Similarity	0.7602	NPC125106
Intermediate Similarity	0.7602	NPC95810
Intermediate Similarity	0.7602	NPC475759
Intermediate Similarity	0.76	NPC283875
Intermediate Similarity	0.76	NPC469647
Intermediate Similarity	0.76	NPC469648
Intermediate Similarity	0.76	NPC138641
Intermediate Similarity	0.76	NPC22571
Intermediate Similarity	0.7596	NPC477471
Intermediate Similarity	0.7596	NPC477473
Intermediate Similarity	0.7596	NPC477469
Intermediate Similarity	0.7596	NPC477466
Intermediate Similarity	0.7574	NPC475400
Intermediate Similarity	0.7574	NPC472547
Intermediate Similarity	0.7571	NPC11410
Intermediate Similarity	0.7569	NPC471134
Intermediate Similarity	0.7558	NPC471107
Intermediate Similarity	0.7558	NPC471100
Intermediate Similarity	0.7557	NPC472658
Intermediate Similarity	0.7557	NPC472657
Intermediate Similarity	0.7556	NPC253738
Intermediate Similarity	0.7556	NPC55744
Intermediate Similarity	0.7545	NPC477896
Intermediate Similarity	0.7545	NPC477893
Intermediate Similarity	0.7544	NPC163087
Intermediate Similarity	0.7544	NPC91703
Intermediate Similarity	0.7543	NPC472398
Intermediate Similarity	0.7541	NPC40138
Intermediate Similarity	0.7541	NPC469420
Intermediate Similarity	0.7529	NPC266265
Intermediate Similarity	0.7529	NPC92293
Intermediate Similarity	0.7529	NPC472576
Intermediate Similarity	0.7529	NPC270590
Intermediate Similarity	0.7529	NPC301556
Intermediate Similarity	0.7529	NPC27377
Intermediate Similarity	0.7529	NPC475128
Intermediate Similarity	0.7529	NPC291599
Intermediate Similarity	0.7529	NPC471101
Intermediate Similarity	0.7529	NPC97947
Intermediate Similarity	0.7529	NPC87448
Intermediate Similarity	0.7529	NPC213567
Intermediate Similarity	0.7529	NPC41481
Intermediate Similarity	0.7529	NPC16912
Intermediate Similarity	0.7529	NPC118080
Intermediate Similarity	0.7527	NPC30171

Drug Structure

NPD8424 OpenBabel08211713022D 63 69 0 0 1 0 0 0 0 0999 V2000 -2.9959 -0.5367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1825 -1.4834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8989 -1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9872 3.8520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4422 3.1418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2165 4.8563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4007 -3.0293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5132 -3.1461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6241 7.0360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0114 -2.9571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4511 6.6934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0860 6.4911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6688 -2.1301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4664 -3.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5680 5.8060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0308 5.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7813 -2.0132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5790 -3.5504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7752 1.3427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3256 0.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0598 -1.3545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8951 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3749 -1.1814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2950 -1.6002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0342 -2.1305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8578 5.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2364 -2.7234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5504 0.8951 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6757 -0.9513 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.8951 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6309 -1.8715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9746 4.3736 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8016 4.0310 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8626 -1.0069 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7752 -0.4476 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4151 -0.2317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5435 -1.3122 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3489 -2.6066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9185 3.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5625 4.1712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0997 3.9688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8557 -2.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5504 -0.0000 0.0000 C 0 0 1 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 -0.9911 -2.0874 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2645 3.8286 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9525 -2.4272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5709 -3.8598 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5118 4.5759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9600 0.4785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8040 -3.3167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7455 2.8010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6794 5.0587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6727 -2.9240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8951 0.8951 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7501 -0.8901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2083 2.5986 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0064 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2317 -0.8646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2727 3.6263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3950 5.4634 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5064 5.4012 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2380 -3.6180 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 41 1 0 0 0 0 5 41 1 0 0 0 0 6 41 1 0 0 0 0 7 42 1 0 0 0 0 8 42 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 15 26 2 0 0 0 0 16 26 1 0 0 0 0 17 27 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 19 30 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 21 45 1 0 0 0 0 22 44 1 0 0 0 0 22 55 1 0 0 0 0 23 29 1 0 0 0 0 23 31 2 0 0 0 0 24 47 2 0 0 0 0 24 56 1 0 0 0 0 25 48 2 0 0 0 0 25 59 1 0 0 0 0 26 32 1 0 0 0 0 27 38 1 0 0 0 0 28 43 1 6 0 0 0 29 57 1 1 0 0 0 30 44 1 1 0 0 0 30 55 1 0 0 0 0 31 34 1 0 0 0 0 31 42 1 0 0 0 0 32 33 1 0 0 0 0 32 46 1 6 0 0 0 33 39 1 6 0 0 0 33 49 1 0 0 0 0 34 36 1 0 0 0 0 34 56 1 1 0 0 0 35 37 1 0 0 0 0 35 43 1 1 0 0 0 35 44 1 0 0 0 0 36 43 1 0 0 0 0 36 50 2 0 0 0 0 37 45 1 6 0 0 0 37 58 1 0 0 0 0 38 51 2 0 0 0 0 38 58 1 0 0 0 0 39 52 2 0 0 0 0 39 57 1 0 0 0 0 40 46 2 3 0 0 0 40 53 1 0 0 0 0 40 60 1 0 0 0 0 41 60 1 0 0 0 0 42 45 1 0 0 0 0 43 20 1 1 0 0 0 44 59 1 6 0 0 0 45 54 1 6 0 0 0 49 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000552
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918260
ChEBI
CAS Number

Drug Properties

Molecular Weight	831.35
ALogP	0.3886
MLogP	4.76
XLogP	5.99
HDA	15
HBD	3
Rotatable Bonds	26
TPSA	213.78
RO5 Violation	3