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

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
High Similarity	0.977	NPC33372
High Similarity	0.9713	NPC453583
High Similarity	0.9713	NPC475336
High Similarity	0.9713	NPC473300
High Similarity	0.9613	NPC116862
High Similarity	0.96	NPC317882
High Similarity	0.96	NPC324251
High Similarity	0.96	NPC473400
High Similarity	0.96	NPC275170
High Similarity	0.96	NPC471754
High Similarity	0.96	NPC306001
High Similarity	0.96	NPC471629
High Similarity	0.96	NPC206211
High Similarity	0.9598	NPC327699
High Similarity	0.9558	NPC289383
High Similarity	0.9448	NPC472391
High Similarity	0.9432	NPC471623
High Similarity	0.9392	NPC472392
High Similarity	0.9286	NPC472375
High Similarity	0.8913	NPC36607
Intermediate Similarity	0.8276	NPC259144
Intermediate Similarity	0.8276	NPC114357
Intermediate Similarity	0.8276	NPC155329
Intermediate Similarity	0.8218	NPC248265
Intermediate Similarity	0.8218	NPC11588
Intermediate Similarity	0.8218	NPC229545
Intermediate Similarity	0.8218	NPC219419
Intermediate Similarity	0.8218	NPC134685
Intermediate Similarity	0.8182	NPC472393
Intermediate Similarity	0.8171	NPC228204
Intermediate Similarity	0.8171	NPC26033
Intermediate Similarity	0.8136	NPC471102
Intermediate Similarity	0.8125	NPC106895
Intermediate Similarity	0.8125	NPC217091
Intermediate Similarity	0.8114	NPC1173
Intermediate Similarity	0.8114	NPC472030
Intermediate Similarity	0.8114	NPC472022
Intermediate Similarity	0.8114	NPC473414
Intermediate Similarity	0.8114	NPC265395
Intermediate Similarity	0.8114	NPC472005
Intermediate Similarity	0.8114	NPC158333
Intermediate Similarity	0.8114	NPC242262
Intermediate Similarity	0.8114	NPC237549
Intermediate Similarity	0.8114	NPC256142
Intermediate Similarity	0.8114	NPC304876
Intermediate Similarity	0.8114	NPC249471
Intermediate Similarity	0.8114	NPC257213
Intermediate Similarity	0.8111	NPC471493
Intermediate Similarity	0.8103	NPC197037
Intermediate Similarity	0.8068	NPC21410
Intermediate Similarity	0.8068	NPC112523
Intermediate Similarity	0.8068	NPC114410
Intermediate Similarity	0.8068	NPC473670
Intermediate Similarity	0.8068	NPC282239
Intermediate Similarity	0.8046	NPC7095
Intermediate Similarity	0.8046	NPC91730
Intermediate Similarity	0.8011	NPC77719
Intermediate Similarity	0.7989	NPC250046
Intermediate Similarity	0.7989	NPC60509
Intermediate Similarity	0.7989	NPC81698
Intermediate Similarity	0.7978	NPC469771
Intermediate Similarity	0.7966	NPC472549
Intermediate Similarity	0.7944	NPC476077
Intermediate Similarity	0.7943	NPC161239
Intermediate Similarity	0.7943	NPC165260
Intermediate Similarity	0.7943	NPC198455
Intermediate Similarity	0.7943	NPC112216
Intermediate Similarity	0.7931	NPC217918
Intermediate Similarity	0.7898	NPC306799
Intermediate Similarity	0.7898	NPC470153
Intermediate Similarity	0.7898	NPC51602
Intermediate Similarity	0.7898	NPC101043
Intermediate Similarity	0.7898	NPC471103
Intermediate Similarity	0.7853	NPC472548
Intermediate Similarity	0.7853	NPC477905
Intermediate Similarity	0.7841	NPC470245
Intermediate Similarity	0.7841	NPC254558
Intermediate Similarity	0.7841	NPC473214
Intermediate Similarity	0.7816	NPC127857
Intermediate Similarity	0.7784	NPC473215
Intermediate Similarity	0.7784	NPC476975
Intermediate Similarity	0.7765	NPC132599
Intermediate Similarity	0.7765	NPC473632
Intermediate Similarity	0.7765	NPC469730
Intermediate Similarity	0.7765	NPC473611
Intermediate Similarity	0.7759	NPC38696
Intermediate Similarity	0.7684	NPC266265
Intermediate Similarity	0.7684	NPC270590
Intermediate Similarity	0.7684	NPC92293
Intermediate Similarity	0.7684	NPC301556
Intermediate Similarity	0.7684	NPC471101
Intermediate Similarity	0.767	NPC474935
Intermediate Similarity	0.7644	NPC34012
Intermediate Similarity	0.7644	NPC182869
Intermediate Similarity	0.7627	NPC281717
Intermediate Similarity	0.7614	NPC200471
Intermediate Similarity	0.7614	NPC471100
Intermediate Similarity	0.7614	NPC473088
Intermediate Similarity	0.7614	NPC470157
Intermediate Similarity	0.7614	NPC472556
Intermediate Similarity	0.7614	NPC472572
Intermediate Similarity	0.7614	NPC29704
Intermediate Similarity	0.7614	NPC158663
Intermediate Similarity	0.7614	NPC184817
Intermediate Similarity	0.7614	NPC472575
Intermediate Similarity	0.7614	NPC301946
Intermediate Similarity	0.7614	NPC471104
Intermediate Similarity	0.7614	NPC472568
Intermediate Similarity	0.7614	NPC174982
Intermediate Similarity	0.7614	NPC171525
Intermediate Similarity	0.7614	NPC472571
Intermediate Similarity	0.7614	NPC177940
Intermediate Similarity	0.7614	NPC476973
Intermediate Similarity	0.7614	NPC471107
Intermediate Similarity	0.7614	NPC96903
Intermediate Similarity	0.7614	NPC469349
Intermediate Similarity	0.7614	NPC277053
Intermediate Similarity	0.7614	NPC470159
Intermediate Similarity	0.7614	NPC70403
Intermediate Similarity	0.7594	NPC102465
Intermediate Similarity	0.7581	NPC30171
Intermediate Similarity	0.7568	NPC150893
Intermediate Similarity	0.7568	NPC329960
Intermediate Similarity	0.7568	NPC295408
Intermediate Similarity	0.7557	NPC163719
Intermediate Similarity	0.7557	NPC472570
Intermediate Similarity	0.7557	NPC25768
Intermediate Similarity	0.7557	NPC80895
Intermediate Similarity	0.7557	NPC70716
Intermediate Similarity	0.7557	NPC241951
Intermediate Similarity	0.7557	NPC95265
Intermediate Similarity	0.7557	NPC475122
Intermediate Similarity	0.7557	NPC471912
Intermediate Similarity	0.7557	NPC188865
Intermediate Similarity	0.7557	NPC470152
Intermediate Similarity	0.7557	NPC11685
Intermediate Similarity	0.7557	NPC472569
Intermediate Similarity	0.7557	NPC470231
Intermediate Similarity	0.7557	NPC125106
Intermediate Similarity	0.7557	NPC95810
Intermediate Similarity	0.7557	NPC476974
Intermediate Similarity	0.7557	NPC57628
Intermediate Similarity	0.7557	NPC472573
Intermediate Similarity	0.7557	NPC475759
Intermediate Similarity	0.7553	NPC477471
Intermediate Similarity	0.7553	NPC477466
Intermediate Similarity	0.7553	NPC477469
Intermediate Similarity	0.7553	NPC477473
Intermediate Similarity	0.7541	NPC469399
Intermediate Similarity	0.7527	NPC471134
Intermediate Similarity	0.7527	NPC11410
Intermediate Similarity	0.75	NPC96801
Intermediate Similarity	0.75	NPC477894
Intermediate Similarity	0.75	NPC163087
Intermediate Similarity	0.75	NPC150698
Intermediate Similarity	0.7488	NPC314941
Intermediate Similarity	0.7486	NPC213567
Intermediate Similarity	0.7486	NPC469417
Intermediate Similarity	0.7473	NPC251139
Intermediate Similarity	0.7473	NPC66193
Intermediate Similarity	0.7472	NPC94602
Intermediate Similarity	0.7471	NPC472371
Intermediate Similarity	0.7471	NPC472395
Intermediate Similarity	0.7463	NPC315889
Intermediate Similarity	0.746	NPC120667
Intermediate Similarity	0.746	NPC278272
Intermediate Similarity	0.7444	NPC31829
Intermediate Similarity	0.7443	NPC472546
Intermediate Similarity	0.7435	NPC469421
Intermediate Similarity	0.7419	NPC253738
Intermediate Similarity	0.7419	NPC55744
Intermediate Similarity	0.7416	NPC473541
Intermediate Similarity	0.7413	NPC42286
Intermediate Similarity	0.7409	NPC475649
Intermediate Similarity	0.7407	NPC469420
Intermediate Similarity	0.7401	NPC473673
Intermediate Similarity	0.7401	NPC246480
Intermediate Similarity	0.7401	NPC139067
Intermediate Similarity	0.7401	NPC475429
Intermediate Similarity	0.7401	NPC177340
Intermediate Similarity	0.7401	NPC270498
Intermediate Similarity	0.7401	NPC191082
Intermediate Similarity	0.7401	NPC477468
Intermediate Similarity	0.7401	NPC147217
Intermediate Similarity	0.7399	NPC475648
Intermediate Similarity	0.7394	NPC61891
Intermediate Similarity	0.7386	NPC87448
Intermediate Similarity	0.7386	NPC472576
Intermediate Similarity	0.7386	NPC224491
Intermediate Similarity	0.7386	NPC291599

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