NPASS drugs

Drug Information

Drug ID:	NPD8361
Drug Name:	Docetaxel
Molecular Formula:	C43H53NO14
Canonical SMILES:	CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)N=C(OC(C)(C)C)O)O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O
Standard InCHI:	InChI=1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52)/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+/m0/s1
Standard InCHIKey:	ZDZOTLJHXYCWBA-VCVYQWHSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8361

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	181
0.1-0.2	793
0.2-0.3	1838
0.3-0.4	3894
0.4-0.5	8036
0.5-0.6	9619
0.6-0.7	5984
0.7-0.8	455
0.8-0.85	56
0.85-0.9	4
0.9-0.95	16
0.95-1	14

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	0.9882	NPC471623
High Similarity	0.9708	NPC471754
High Similarity	0.9708	NPC473300
High Similarity	0.9708	NPC453583
High Similarity	0.9708	NPC475336
High Similarity	0.9708	NPC317882
High Similarity	0.9651	NPC67246
High Similarity	0.9651	NPC33372
High Similarity	0.9593	NPC324251
High Similarity	0.9593	NPC275170
High Similarity	0.9593	NPC473400
High Similarity	0.9593	NPC306001
High Similarity	0.9593	NPC471629
High Similarity	0.9593	NPC206211
High Similarity	0.9492	NPC472392
High Similarity	0.9492	NPC472375
High Similarity	0.9486	NPC215892
High Similarity	0.9486	NPC242662
High Similarity	0.9486	NPC321072
High Similarity	0.9486	NPC191193
High Similarity	0.9438	NPC472391
High Similarity	0.9432	NPC181964
High Similarity	0.9432	NPC208553
High Similarity	0.9432	NPC471606
High Similarity	0.9379	NPC473558
High Similarity	0.9333	NPC289383
High Similarity	0.9282	NPC116862
High Similarity	0.927	NPC473490
High Similarity	0.9143	NPC327699
High Similarity	0.9106	NPC36607
High Similarity	0.8512	NPC11588
High Similarity	0.8512	NPC134685
High Similarity	0.8512	NPC229545
High Similarity	0.8512	NPC248265
Intermediate Similarity	0.8497	NPC471493
Intermediate Similarity	0.8462	NPC155329
Intermediate Similarity	0.8462	NPC114357
Intermediate Similarity	0.8462	NPC259144
Intermediate Similarity	0.8402	NPC219419
Intermediate Similarity	0.8393	NPC197037
Intermediate Similarity	0.8333	NPC91730
Intermediate Similarity	0.8256	NPC472393
Intermediate Similarity	0.8246	NPC473670
Intermediate Similarity	0.8246	NPC21410
Intermediate Similarity	0.8246	NPC228204
Intermediate Similarity	0.8246	NPC26033
Intermediate Similarity	0.8225	NPC7095
Intermediate Similarity	0.8214	NPC217918
Intermediate Similarity	0.8198	NPC217091
Intermediate Similarity	0.8198	NPC106895
Intermediate Similarity	0.8187	NPC265395
Intermediate Similarity	0.8187	NPC158333
Intermediate Similarity	0.8187	NPC472005
Intermediate Similarity	0.8187	NPC242262
Intermediate Similarity	0.8187	NPC237549
Intermediate Similarity	0.8187	NPC256142
Intermediate Similarity	0.8187	NPC473414
Intermediate Similarity	0.8187	NPC472030
Intermediate Similarity	0.8187	NPC304876
Intermediate Similarity	0.8187	NPC257213
Intermediate Similarity	0.8187	NPC249471
Intermediate Similarity	0.8187	NPC1173
Intermediate Similarity	0.8187	NPC472022
Intermediate Similarity	0.8166	NPC60509
Intermediate Similarity	0.8166	NPC81698
Intermediate Similarity	0.8166	NPC250046
Intermediate Similarity	0.814	NPC472549
Intermediate Similarity	0.814	NPC282239
Intermediate Similarity	0.814	NPC112523
Intermediate Similarity	0.814	NPC114410
Intermediate Similarity	0.8118	NPC165260
Intermediate Similarity	0.8118	NPC112216
Intermediate Similarity	0.8118	NPC161239
Intermediate Similarity	0.8118	NPC198455
Intermediate Similarity	0.8095	NPC127857
Intermediate Similarity	0.8081	NPC77719
Intermediate Similarity	0.807	NPC101043
Intermediate Similarity	0.807	NPC470153
Intermediate Similarity	0.807	NPC306799
Intermediate Similarity	0.807	NPC471103
Intermediate Similarity	0.807	NPC51602
Intermediate Similarity	0.8046	NPC469771
Intermediate Similarity	0.8036	NPC38696
Intermediate Similarity	0.8035	NPC473611
Intermediate Similarity	0.8035	NPC132599
Intermediate Similarity	0.8035	NPC469730
Intermediate Similarity	0.8035	NPC473632
Intermediate Similarity	0.8023	NPC472548
Intermediate Similarity	0.8	NPC471102
Intermediate Similarity	0.8	NPC469399
Intermediate Similarity	0.7978	NPC471134
Intermediate Similarity	0.7943	NPC469417
Intermediate Similarity	0.7941	NPC474935
Intermediate Similarity	0.7921	NPC66193
Intermediate Similarity	0.7919	NPC477905
Intermediate Similarity	0.7917	NPC34012
Intermediate Similarity	0.791	NPC476077
Intermediate Similarity	0.7907	NPC254558
Intermediate Similarity	0.7907	NPC473214
Intermediate Similarity	0.7907	NPC470245
Intermediate Similarity	0.7849	NPC476975
Intermediate Similarity	0.7849	NPC473215
Intermediate Similarity	0.7845	NPC102465
Intermediate Similarity	0.7833	NPC61891
Intermediate Similarity	0.7811	NPC182869
Intermediate Similarity	0.7784	NPC11410
Intermediate Similarity	0.7778	NPC472572
Intermediate Similarity	0.7778	NPC471104
Intermediate Similarity	0.7778	NPC470157
Intermediate Similarity	0.7778	NPC158663
Intermediate Similarity	0.7778	NPC184817
Intermediate Similarity	0.7778	NPC473088
Intermediate Similarity	0.7778	NPC277053
Intermediate Similarity	0.7778	NPC472575
Intermediate Similarity	0.7778	NPC70403
Intermediate Similarity	0.7778	NPC200471
Intermediate Similarity	0.7778	NPC174982
Intermediate Similarity	0.7778	NPC171525
Intermediate Similarity	0.7778	NPC29704
Intermediate Similarity	0.7778	NPC301946
Intermediate Similarity	0.7778	NPC469349
Intermediate Similarity	0.7778	NPC470159
Intermediate Similarity	0.7778	NPC472571
Intermediate Similarity	0.7778	NPC472568
Intermediate Similarity	0.7778	NPC472556
Intermediate Similarity	0.7778	NPC96903
Intermediate Similarity	0.7778	NPC471100
Intermediate Similarity	0.7778	NPC177940
Intermediate Similarity	0.7778	NPC471107
Intermediate Similarity	0.7778	NPC476973
Intermediate Similarity	0.7771	NPC469477
Intermediate Similarity	0.7771	NPC133430
Intermediate Similarity	0.7765	NPC477894
Intermediate Similarity	0.7747	NPC40138
Intermediate Similarity	0.7733	NPC94602
Intermediate Similarity	0.7727	NPC251139
Intermediate Similarity	0.7727	NPC5115
Intermediate Similarity	0.7722	NPC150893
Intermediate Similarity	0.7722	NPC295408
Intermediate Similarity	0.7722	NPC329960
Intermediate Similarity	0.7719	NPC11685
Intermediate Similarity	0.7719	NPC163719
Intermediate Similarity	0.7719	NPC95265
Intermediate Similarity	0.7719	NPC472570
Intermediate Similarity	0.7719	NPC188865
Intermediate Similarity	0.7719	NPC125106
Intermediate Similarity	0.7719	NPC95810
Intermediate Similarity	0.7719	NPC57628
Intermediate Similarity	0.7719	NPC475759
Intermediate Similarity	0.7719	NPC471912
Intermediate Similarity	0.7719	NPC241951
Intermediate Similarity	0.7719	NPC25768
Intermediate Similarity	0.7719	NPC476974
Intermediate Similarity	0.7719	NPC472573
Intermediate Similarity	0.7719	NPC470152
Intermediate Similarity	0.7719	NPC80895
Intermediate Similarity	0.7719	NPC70716
Intermediate Similarity	0.7719	NPC475122
Intermediate Similarity	0.7719	NPC472569
Intermediate Similarity	0.7705	NPC477473
Intermediate Similarity	0.7705	NPC477471
Intermediate Similarity	0.7705	NPC477469
Intermediate Similarity	0.7705	NPC477466
Intermediate Similarity	0.7676	NPC469421
Intermediate Similarity	0.7674	NPC473541
Intermediate Similarity	0.7667	NPC275477
Intermediate Similarity	0.7667	NPC477188
Intermediate Similarity	0.7667	NPC477190
Intermediate Similarity	0.7667	NPC43304
Intermediate Similarity	0.7667	NPC253738
Intermediate Similarity	0.7661	NPC91703
Intermediate Similarity	0.7661	NPC163087
Intermediate Similarity	0.765	NPC469420
Intermediate Similarity	0.7647	NPC27377
Intermediate Similarity	0.7647	NPC97947
Intermediate Similarity	0.7647	NPC87448
Intermediate Similarity	0.7647	NPC16912
Intermediate Similarity	0.7647	NPC224491
Intermediate Similarity	0.7647	NPC118080
Intermediate Similarity	0.7647	NPC41481
Intermediate Similarity	0.7647	NPC472576
Intermediate Similarity	0.7647	NPC291599
Intermediate Similarity	0.7647	NPC213567
Intermediate Similarity	0.7644	NPC92293
Intermediate Similarity	0.7644	NPC266265
Intermediate Similarity	0.7644	NPC270590
Intermediate Similarity	0.7644	NPC471101
Intermediate Similarity	0.7644	NPC301556
Intermediate Similarity	0.7641	NPC42286
Intermediate Similarity	0.7637	NPC30171
Intermediate Similarity	0.763	NPC477737
Intermediate Similarity	0.7627	NPC34066
Intermediate Similarity	0.7626	NPC314941
Intermediate Similarity	0.7624	NPC322420
Intermediate Similarity	0.7624	NPC478073
Intermediate Similarity	0.7619	NPC472374
Intermediate Similarity	0.7619	NPC472372
Intermediate Similarity	0.7616	NPC470231
Intermediate Similarity	0.7616	NPC260194
Intermediate Similarity	0.7614	NPC469648

Drug Structure

NPD8361 OpenBabel08211713012D 63 68 0 0 1 0 0 0 0 0999 V2000 -3.0315 -0.5431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9214 -1.9214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6238 3.0154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8286 1.4600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6075 3.7952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4292 -3.0653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5312 -3.1835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2222 -0.8368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0805 0.2031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0828 -2.9922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9622 1.1011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3619 -0.3483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5314 -3.7108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7362 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1254 1.4478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5250 -0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6334 -3.5926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8382 -2.0372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7844 1.3587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0724 -1.3706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9058 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4031 -1.1954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0465 -2.1559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4068 0.8964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2868 -2.7558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6956 -0.9626 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5688 0.9058 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9058 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6622 -1.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5700 1.2430 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8966 -1.0189 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8514 0.6916 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7844 -0.4529 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4438 -0.2344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5500 -1.3278 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3887 -2.6375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0145 1.0382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1703 2.6924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7258 2.8972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8778 -2.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5688 -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 -1.0029 -2.1122 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4517 2.1410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5777 -3.9057 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3533 1.3587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7947 -0.9006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9696 -0.2064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9952 0.4842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8373 -3.3561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8963 1.9362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0521 3.5904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6807 -2.9588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9058 0.9058 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5774 -0.0646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0421 -1.8007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2344 -0.8749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0072 2.3458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3533 2.2644 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3461 -1.6192 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8064 -0.5531 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7707 4.1418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2527 -3.6610 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 39 1 0 0 0 0 4 39 1 0 0 0 0 5 39 1 0 0 0 0 6 40 1 0 0 0 0 7 40 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 24 2 0 0 0 0 16 24 1 0 0 0 0 17 25 2 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 26 1 0 0 0 0 20 43 1 0 0 0 0 21 42 1 0 0 0 0 21 54 1 0 0 0 0 22 26 1 0 0 0 0 22 29 2 0 0 0 0 23 45 2 0 0 0 0 23 57 1 0 0 0 0 24 30 1 0 0 0 0 25 36 1 0 0 0 0 26 55 1 1 0 0 0 27 41 1 1 0 0 0 27 46 1 0 0 0 0 28 42 1 1 0 0 0 28 54 1 0 0 0 0 29 31 1 0 0 0 0 29 40 1 0 0 0 0 30 32 1 0 0 0 0 30 44 1 6 0 0 0 31 34 1 0 0 0 0 31 47 1 1 0 0 0 32 37 1 6 0 0 0 32 48 1 0 0 0 0 33 35 1 0 0 0 0 33 41 1 1 0 0 0 33 42 1 0 0 0 0 34 41 1 0 0 0 0 34 49 2 0 0 0 0 35 43 1 6 0 0 0 35 56 1 0 0 0 0 36 50 2 0 0 0 0 36 56 1 0 0 0 0 37 51 2 0 0 0 0 37 55 1 0 0 0 0 38 44 2 3 0 0 0 38 52 1 0 0 0 0 38 58 1 0 0 0 0 39 58 1 0 0 0 0 40 43 1 0 0 0 0 41 8 1 1 0 0 0 42 57 1 6 0 0 0 43 53 1 6 0 0 0 46 59 1 0 0 0 0 47 60 1 0 0 0 0 48 61 1 0 0 0 0 52 62 1 0 0 0 0 53 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000590
DrugBank	DB01248
ChEMBL	CHEMBL92
IUPHAR/BPS	6809
PharmaGKB	PA449383
KEGG Drug	D02165
PubChem CID	148124
ChEBI	4672
CAS Number	114977-28-5

Drug Properties

Molecular Weight	807.35
ALogP	-0.4179
MLogP	4.54
XLogP	5.05
HDA	15
HBD	5
Rotatable Bonds	26
TPSA	227.94
RO5 Violation	3