NPASS drugs

Drug Information

Drug ID:	NPD8435
Drug Name:	Cabazitaxel
Molecular Formula:	C45H57NO14
Canonical SMILES:	CO[C@H]1C(=O)[C@]2(C)[C@@H](OC)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(OC(C)(C)C)O)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
Standard InCHI:	"InChI=1S/C45H57NO14/c1-24-28(57-39(51)33(48)32(26-17-13-11-14-18-26)46-40(52)60-41(3,4)5)22-45(53)37(58-38(50)27-19-15-12-16-20-27)35-43(8,36(49)34(55-10)31(24)42(45,6)7)29(54-9)21-30-44(35,23-56-30)59-25(2)47/h11-20,28-30,32-35,37,48,53H,21-23H2,1-10H3,(H,46,52)/t28-,29-,30+,32-,33+,34+,35-,37-,43+,44-,45+/m0/s1"
Standard InCHIKey:	BMQGVNUXMIRLCK-OAGWZNDDSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8435

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	35787
0.1-0.2	165893
0.2-0.3	9615
0.3-0.4	247
0.4-0.5	102
0.5-0.6	54
0.6-0.7	35
0.7-0.8	7
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.78	NPC471623
Intermediate Similarity	0.7117	NPC472391
Intermediate Similarity	0.7117	NPC27650
Intermediate Similarity	0.7091	NPC116862
Intermediate Similarity	0.7054	NPC479185
Intermediate Similarity	0.7019	NPC102167
Intermediate Similarity	0.7019	NPC488127
Remote Similarity	0.693	NPC241312
Remote Similarity	0.693	NPC479184
Remote Similarity	0.6729	NPC33372
Remote Similarity	0.6729	NPC52912
Remote Similarity	0.6729	NPC67246
Remote Similarity	0.6729	NPC324251
Remote Similarity	0.6729	NPC206211
Remote Similarity	0.6698	NPC473490
Remote Similarity	0.6698	NPC478328
Remote Similarity	0.6667	NPC487360
Remote Similarity	0.6667	NPC479182
Remote Similarity	0.6667	NPC479180
Remote Similarity	0.6667	NPC215025
Remote Similarity	0.6667	NPC471629
Remote Similarity	0.6667	NPC306001
Remote Similarity	0.6636	NPC208553
Remote Similarity	0.6636	NPC181964
Remote Similarity	0.6636	NPC184289
Remote Similarity	0.6636	NPC307628
Remote Similarity	0.6545	NPC275170
Remote Similarity	0.6486	NPC486061
Remote Similarity	0.6486	NPC486060
Remote Similarity	0.6429	NPC487361
Remote Similarity	0.6429	NPC22933
Remote Similarity	0.6239	NPC327699
Remote Similarity	0.6121	NPC32519
Remote Similarity	0.6121	NPC289383
Remote Similarity	0.6102	NPC289155
Remote Similarity	0.6102	NPC479186
Remote Similarity	0.6102	NPC479173
Remote Similarity	0.6091	NPC200927
Remote Similarity	0.6036	NPC49524
Remote Similarity	0.6036	NPC453583
Remote Similarity	0.6036	NPC179899
Remote Similarity	0.6	NPC472375
Remote Similarity	0.5982	NPC471754
Remote Similarity	0.5982	NPC479183
Remote Similarity	0.5982	NPC298358
Remote Similarity	0.5982	NPC479181
Remote Similarity	0.5946	NPC14752
Remote Similarity	0.5946	NPC321072
Remote Similarity	0.5946	NPC215892
Remote Similarity	0.5946	NPC242662
Remote Similarity	0.5929	NPC3125
Remote Similarity	0.5929	NPC478329
Remote Similarity	0.5893	NPC191193
Remote Similarity	0.5842	NPC79477
Remote Similarity	0.5842	NPC595336
Remote Similarity	0.58	NPC246777
Remote Similarity	0.58	NPC556569
Remote Similarity	0.5766	NPC537050
Remote Similarity	0.5702	NPC317994
Remote Similarity	0.5702	NPC328571
Remote Similarity	0.5702	NPC514212
Remote Similarity	0.5702	NPC588327
Remote Similarity	0.5619	NPC5681
Remote Similarity	0.5614	NPC326042
Remote Similarity	0.5614	NPC317140
Remote Similarity	0.5556	NPC34333
Remote Similarity	0.5556	NPC550406
Remote Similarity	0.5556	NPC579874
Remote Similarity	0.5556	NPC603140
Remote Similarity	0.5505	NPC204918
Remote Similarity	0.5478	NPC453588
Remote Similarity	0.5478	NPC166498
Remote Similarity	0.5439	NPC36607
Remote Similarity	0.5439	NPC594728
Remote Similarity	0.5345	NPC327158
Remote Similarity	0.5345	NPC533612
Remote Similarity	0.5345	NPC558987
Remote Similarity	0.5345	NPC601797
Remote Similarity	0.5345	NPC603171
Remote Similarity	0.534	NPC94567
Remote Similarity	0.534	NPC593428
Remote Similarity	0.534	NPC605573
Remote Similarity	0.5315	NPC471493
Remote Similarity	0.5288	NPC119099
Remote Similarity	0.5288	NPC587832
Remote Similarity	0.5172	NPC295149
Remote Similarity	0.5167	NPC471606
Remote Similarity	0.5161	NPC472392
Remote Similarity	0.5128	NPC599799
Remote Similarity	0.5126	NPC514511
Remote Similarity	0.5096	NPC488128
Remote Similarity	0.5086	NPC327675
Remote Similarity	0.5085	NPC317882
Remote Similarity	0.5043	NPC473300
Remote Similarity	0.5043	NPC327024
Remote Similarity	0.5042	NPC327764

Drug Structure

NPD8435 OpenBabel08211713022D 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 -2.3533 2.2644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3461 -1.6192 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 -3.8514 0.6916 0.0000 C 0 0 2 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 -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 -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 -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 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 -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 24 1 0 0 0 0 2 25 1 0 0 0 0 3 41 1 0 0 0 0 4 41 1 0 0 0 0 5 41 1 0 0 0 0 6 42 1 0 0 0 0 7 42 1 0 0 0 0 9 54 1 0 0 0 0 10 55 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 17 26 2 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 28 1 0 0 0 0 22 45 1 0 0 0 0 23 44 1 0 0 0 0 23 56 1 0 0 0 0 24 28 1 0 0 0 0 24 31 2 0 0 0 0 25 47 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 57 1 1 0 0 0 29 43 1 1 0 0 0 29 54 1 0 0 0 0 30 44 1 1 0 0 0 30 56 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 48 1 0 0 0 0 34 36 1 0 0 0 0 34 55 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 49 2 0 0 0 0 37 45 1 6 0 0 0 37 58 1 0 0 0 0 38 50 2 0 0 0 0 38 58 1 0 0 0 0 39 51 2 0 0 0 0 39 57 1 0 0 0 0 40 46 2 3 0 0 0 40 52 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 8 1 1 0 0 0 44 59 1 6 0 0 0 45 53 1 6 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	DCL000502
DrugBank	DB06772
ChEMBL	CHEMBL1201748
IUPHAR/BPS	6798
PharmaGKB	PA165958401
KEGG Drug	D09755
PubChem CID	9854073
ChEBI	63584
CAS Number	183133-96-2

Drug Properties

Molecular Weight	835.38
ALogP	0.3991
MLogP	4.76
XLogP	5.659
HDA	15
HBD	3
Rotatable Bonds	28
TPSA	205.94
RO5 Violation	3