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

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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

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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