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:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8485

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	46290
0.1-0.2	158787
0.2-0.3	6216
0.3-0.4	267
0.4-0.5	61
0.5-0.6	37
0.6-0.7	27
0.7-0.8	26
0.8-0.85	24
0.85-0.9	1
0.9-0.95	0
0.95-1	4

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC208553
High Similarity	1.0	NPC181964
High Similarity	1.0	NPC184289
High Similarity	1.0	NPC307628
High Similarity	0.8542	NPC471623
Intermediate Similarity	0.8454	NPC33372
Intermediate Similarity	0.8454	NPC52912
Intermediate Similarity	0.8454	NPC67246
Intermediate Similarity	0.8454	NPC324251
Intermediate Similarity	0.8454	NPC206211
Intermediate Similarity	0.8367	NPC487360
Intermediate Similarity	0.8367	NPC479182
Intermediate Similarity	0.8367	NPC479180
Intermediate Similarity	0.8367	NPC215025
Intermediate Similarity	0.8367	NPC471629
Intermediate Similarity	0.8367	NPC306001
Intermediate Similarity	0.8351	NPC453588
Intermediate Similarity	0.8351	NPC166498
Intermediate Similarity	0.8247	NPC14752
Intermediate Similarity	0.8247	NPC321072
Intermediate Similarity	0.8247	NPC215892
Intermediate Similarity	0.8247	NPC242662
Intermediate Similarity	0.8218	NPC487361
Intermediate Similarity	0.8218	NPC22933
Intermediate Similarity	0.82	NPC275170
Intermediate Similarity	0.8163	NPC191193
Intermediate Similarity	0.8119	NPC486061
Intermediate Similarity	0.8119	NPC486060
Intermediate Similarity	0.8061	NPC327699
Intermediate Similarity	0.7451	NPC327158
Intermediate Similarity	0.7451	NPC533612
Intermediate Similarity	0.7451	NPC558987
Intermediate Similarity	0.7451	NPC601797
Intermediate Similarity	0.7451	NPC603171
Intermediate Similarity	0.7407	NPC116862
Intermediate Similarity	0.7327	NPC537050
Intermediate Similarity	0.732	NPC34333
Intermediate Similarity	0.732	NPC579874
Intermediate Similarity	0.732	NPC603140
Intermediate Similarity	0.7212	NPC317994
Intermediate Similarity	0.7212	NPC328571
Intermediate Similarity	0.7212	NPC514212
Intermediate Similarity	0.7212	NPC588327
Intermediate Similarity	0.7115	NPC49524
Intermediate Similarity	0.7115	NPC453583
Intermediate Similarity	0.7115	NPC326042
Intermediate Similarity	0.7115	NPC317140
Intermediate Similarity	0.7087	NPC36607
Intermediate Similarity	0.7087	NPC594728
Intermediate Similarity	0.7071	NPC204918
Intermediate Similarity	0.7019	NPC200927
Intermediate Similarity	0.7019	NPC102167
Intermediate Similarity	0.7019	NPC478328
Intermediate Similarity	0.7019	NPC488127
Intermediate Similarity	0.7009	NPC471606
Remote Similarity	0.6981	NPC478329
Remote Similarity	0.6952	NPC179899
Remote Similarity	0.6952	NPC519154
Remote Similarity	0.6887	NPC471754
Remote Similarity	0.6887	NPC479183
Remote Similarity	0.6887	NPC298358
Remote Similarity	0.6887	NPC479181
Remote Similarity	0.6857	NPC473490
Remote Similarity	0.6822	NPC3125
Remote Similarity	0.6762	NPC295149
Remote Similarity	0.6562	NPC155329
Remote Similarity	0.6562	NPC114357
Remote Similarity	0.6562	NPC25820
Remote Similarity	0.6562	NPC582276
Remote Similarity	0.6514	NPC514511
Remote Similarity	0.6496	NPC241312
Remote Similarity	0.6496	NPC479184
Remote Similarity	0.6404	NPC32519
Remote Similarity	0.6404	NPC289383
Remote Similarity	0.6379	NPC472391
Remote Similarity	0.6379	NPC27650
Remote Similarity	0.6325	NPC479185
Remote Similarity	0.6139	NPC275802
Remote Similarity	0.6139	NPC211426
Remote Similarity	0.6091	NPC324957
Remote Similarity	0.6036	NPC328084
Remote Similarity	0.6036	NPC512088
Remote Similarity	0.596	NPC94567
Remote Similarity	0.596	NPC593428
Remote Similarity	0.596	NPC605573
Remote Similarity	0.5909	NPC327675
Remote Similarity	0.5893	NPC317882
Remote Similarity	0.5856	NPC473300
Remote Similarity	0.5856	NPC327024
Remote Similarity	0.5841	NPC327764
Remote Similarity	0.5664	NPC599799
Remote Similarity	0.5631	NPC259144
Remote Similarity	0.5631	NPC127672
Remote Similarity	0.5631	NPC257170
Remote Similarity	0.561	NPC472375
Remote Similarity	0.5574	NPC289155
Remote Similarity	0.5574	NPC479173
Remote Similarity	0.549	NPC175014
Remote Similarity	0.5481	NPC219419
Remote Similarity	0.5447	NPC479186
Remote Similarity	0.5385	NPC79477
Remote Similarity	0.5385	NPC595336
Remote Similarity	0.534	NPC271285
Remote Similarity	0.534	NPC246777
Remote Similarity	0.534	NPC556569
Remote Similarity	0.5243	NPC197037
Remote Similarity	0.5243	NPC229545
Remote Similarity	0.5243	NPC316568
Remote Similarity	0.5243	NPC248265
Remote Similarity	0.5243	NPC134685
Remote Similarity	0.5243	NPC66403
Remote Similarity	0.5243	NPC549021
Remote Similarity	0.5243	NPC585150
Remote Similarity	0.5243	NPC603810
Remote Similarity	0.5192	NPC488128
Remote Similarity	0.5185	NPC5681
Remote Similarity	0.5146	NPC305902
Remote Similarity	0.5096	NPC91730
Remote Similarity	0.5048	NPC217918

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	0
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