NPASS drugs

Drug Information

Drug ID:	NPD8485
Drug Name:	Paclitaxel
Molecular Formula:	C47H51NO14
Canonical SMILES:	CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(c1ccccc1)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
Standard InCHI:	InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1
Standard InCHIKey:	RCINICONZNJXQF-MZXODVADSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8485

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	202
0.1-0.2	836
0.2-0.3	1951
0.3-0.4	4314
0.4-0.5	8740
0.5-0.6	10192
0.6-0.7	4241
0.7-0.8	347
0.8-0.85	37
0.85-0.9	1
0.9-0.95	4
0.95-1	25

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	1.0	NPC208553
High Similarity	1.0	NPC471606
High Similarity	1.0	NPC181964
High Similarity	0.9943	NPC191193
High Similarity	0.9943	NPC215892
High Similarity	0.9943	NPC473558
High Similarity	0.9943	NPC321072
High Similarity	0.9943	NPC242662
High Similarity	0.983	NPC473490
High Similarity	0.977	NPC67246

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Drug Structure

NPD8485 OpenBabel08211713032D 66 72 0 0 1 0 0 0 0 0999 V2000 -3.0870 -0.5530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3402 -1.5285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9566 -1.9566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4737 -3.1214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5592 -3.2418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2446 -0.8522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2102 0.2068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9039 5.4852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1943 -3.0470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0898 1.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4784 -0.3547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1721 4.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7561 5.1322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8413 -2.1949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6328 -3.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2376 1.4743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6263 -0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2925 4.0092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8764 4.2177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9268 -2.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7183 -3.6584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7988 1.3836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0921 -1.3957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9224 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4471 -1.2173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4257 -1.6489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0657 -2.1954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5059 0.9128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1447 3.6562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3653 -2.8063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7266 -0.9803 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5976 0.9224 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9224 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7110 -1.9285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6537 1.2658 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9219 0.7042 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9497 -1.0375 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7988 -0.4612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4885 -0.2387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5601 -1.3521 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2651 2.7417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4508 -2.6859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0698 1.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9122 -2.3896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5976 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 -1.0213 -2.1509 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5333 2.1802 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0727 -2.5011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5882 -3.9772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3964 1.3836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0423 -0.2102 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0500 0.4930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1172 2.3888 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8893 -3.4176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9494 1.9717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6932 -3.0130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9224 0.9224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8642 -0.9171 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6063 -0.0658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0978 -1.8337 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2387 -0.8909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3964 2.3059 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8945 -0.5632 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8490 2.9503 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2757 -3.7281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 44 1 0 0 0 0 5 44 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 16 28 2 0 0 0 0 17 28 1 0 0 0 0 18 29 2 0 0 0 0 19 29 1 0 0 0 0 20 30 2 0 0 0 0 21 30 1 0 0 0 0 22 32 1 0 0 0 0 22 33 1 0 0 0 0 23 31 1 0 0 0 0 23 47 1 0 0 0 0 24 46 1 0 0 0 0 24 58 1 0 0 0 0 25 31 1 0 0 0 0 25 34 2 0 0 0 0 26 49 2 0 0 0 0 26 59 1 0 0 0 0 27 50 2 0 0 0 0 27 62 1 0 0 0 0 28 35 1 0 0 0 0 29 41 1 0 0 0 0 30 42 1 0 0 0 0 31 60 1 1 0 0 0 32 45 1 1 0 0 0 32 51 1 0 0 0 0 33 46 1 1 0 0 0 33 58 1 0 0 0 0 34 37 1 0 0 0 0 34 44 1 0 0 0 0 35 36 1 0 0 0 0 35 48 1 6 0 0 0 36 43 1 6 0 0 0 36 52 1 0 0 0 0 37 39 1 0 0 0 0 37 59 1 1 0 0 0 38 40 1 0 0 0 0 38 45 1 1 0 0 0 38 46 1 0 0 0 0 39 45 1 0 0 0 0 39 53 2 0 0 0 0 40 47 1 6 0 0 0 40 61 1 0 0 0 0 41 48 2 3 0 0 0 41 54 1 0 0 0 0 42 55 2 0 0 0 0 42 61 1 0 0 0 0 43 56 2 0 0 0 0 43 60 1 0 0 0 0 44 47 1 0 0 0 0 45 6 1 1 0 0 0 46 62 1 6 0 0 0 47 57 1 6 0 0 0 51 63 1 0 0 0 0 52 64 1 0 0 0 0 54 65 1 0 0 0 0 57 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001411
DrugBank	DB01229
ChEMBL	CHEMBL428647
IUPHAR/BPS	2770
PharmaGKB	PA450761
KEGG Drug	D00491
PubChem CID
ChEBI	45863
CAS Number	33069-62-4

Drug Properties

Molecular Weight	853.33
ALogP	-1.6232
MLogP	4.98
XLogP	6.636
HDA	15
HBD	4
Rotatable Bonds	24
TPSA	224.78
RO5 Violation	3