NPASS drugs

Drug Information

Drug ID:	NPD8404
Drug Name:	milataxel
Molecular Formula:	C44H55NO16
Canonical SMILES:	CCC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)C(=O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)OC(=O)[C@@H]([C@H](c1ccco1)N=C(OC(C)(C)C)O)O)OC(=O)C
Standard InCHI:	InChI=1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1
Standard InCHIKey:	XIVMHSNIQAICTR-UQYHODNASA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8404

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	244
0.1-0.2	1029
0.2-0.3	2317
0.3-0.4	5570
0.4-0.5	7610
0.5-0.6	7107
0.6-0.7	6561
0.7-0.8	424
0.8-0.85	28
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8462	NPC471623
Intermediate Similarity	0.8325	NPC475336
Intermediate Similarity	0.8325	NPC471754
Intermediate Similarity	0.8325	NPC317882
Intermediate Similarity	0.8325	NPC473300
Intermediate Similarity	0.8325	NPC453583
Intermediate Similarity	0.8283	NPC33372
Intermediate Similarity	0.8283	NPC67246
Intermediate Similarity	0.8267	NPC472392
Intermediate Similarity	0.8267	NPC472375
Intermediate Similarity	0.8232	NPC471629
Intermediate Similarity	0.8232	NPC306001
Intermediate Similarity	0.8232	NPC206211
Intermediate Similarity	0.8232	NPC275170
Intermediate Similarity	0.8232	NPC324251
Intermediate Similarity	0.8232	NPC473400
Intermediate Similarity	0.8227	NPC472391
Intermediate Similarity	0.8168	NPC473558
Intermediate Similarity	0.8168	NPC473490
Intermediate Similarity	0.8159	NPC215892
Intermediate Similarity	0.8159	NPC191193
Intermediate Similarity	0.8159	NPC242662
Intermediate Similarity	0.8159	NPC321072
Intermediate Similarity	0.8146	NPC289383
Intermediate Similarity	0.8119	NPC471606
Intermediate Similarity	0.8119	NPC181964
Intermediate Similarity	0.8119	NPC208553
Intermediate Similarity	0.8107	NPC116862
Intermediate Similarity	0.7861	NPC327699
Intermediate Similarity	0.7854	NPC36607
Intermediate Similarity	0.7755	NPC296558
Intermediate Similarity	0.7744	NPC121995
Intermediate Similarity	0.7732	NPC288602
Intermediate Similarity	0.7732	NPC88841
Intermediate Similarity	0.768	NPC68848
Intermediate Similarity	0.768	NPC188649
Intermediate Similarity	0.7677	NPC294512
Intermediate Similarity	0.7617	NPC88007
Intermediate Similarity	0.7617	NPC194499
Intermediate Similarity	0.7617	NPC195954
Intermediate Similarity	0.7614	NPC270312
Intermediate Similarity	0.7612	NPC472665
Intermediate Similarity	0.759	NPC79571
Intermediate Similarity	0.759	NPC18986
Intermediate Similarity	0.7588	NPC475641
Intermediate Similarity	0.7588	NPC475237
Intermediate Similarity	0.7563	NPC475779
Intermediate Similarity	0.7563	NPC470875
Intermediate Similarity	0.7562	NPC176413
Intermediate Similarity	0.7562	NPC56953
Intermediate Similarity	0.7558	NPC315253
Intermediate Similarity	0.7551	NPC283209
Intermediate Similarity	0.7551	NPC285567
Intermediate Similarity	0.7538	NPC8389
Intermediate Similarity	0.7538	NPC287559
Intermediate Similarity	0.7525	NPC472775
Intermediate Similarity	0.7525	NPC472774
Intermediate Similarity	0.7513	NPC276551
Intermediate Similarity	0.7513	NPC470940
Intermediate Similarity	0.7513	NPC56358
Intermediate Similarity	0.7513	NPC470182
Intermediate Similarity	0.7513	NPC469849
Intermediate Similarity	0.75	NPC254588
Intermediate Similarity	0.75	NPC329938
Intermediate Similarity	0.75	NPC82851
Intermediate Similarity	0.75	NPC200782
Intermediate Similarity	0.7487	NPC471397
Intermediate Similarity	0.7475	NPC472141
Intermediate Similarity	0.7475	NPC277618
Intermediate Similarity	0.7475	NPC86800
Intermediate Similarity	0.7474	NPC41880
Intermediate Similarity	0.7462	NPC292389
Intermediate Similarity	0.7462	NPC476035
Intermediate Similarity	0.7462	NPC475039
Intermediate Similarity	0.7462	NPC469338
Intermediate Similarity	0.7462	NPC14499
Intermediate Similarity	0.745	NPC302392
Intermediate Similarity	0.7449	NPC477402
Intermediate Similarity	0.7448	NPC134685
Intermediate Similarity	0.7448	NPC11588
Intermediate Similarity	0.7448	NPC229545
Intermediate Similarity	0.7448	NPC248265
Intermediate Similarity	0.7437	NPC173516
Intermediate Similarity	0.7436	NPC7059
Intermediate Similarity	0.7427	NPC242068
Intermediate Similarity	0.7427	NPC186746
Intermediate Similarity	0.7427	NPC247563
Intermediate Similarity	0.7424	NPC276735
Intermediate Similarity	0.7421	NPC316368
Intermediate Similarity	0.7421	NPC284236
Intermediate Similarity	0.7411	NPC69028
Intermediate Similarity	0.7409	NPC155329
Intermediate Similarity	0.7409	NPC259144
Intermediate Similarity	0.7409	NPC121615
Intermediate Similarity	0.7409	NPC114357
Intermediate Similarity	0.7409	NPC294511
Intermediate Similarity	0.7402	NPC11062
Intermediate Similarity	0.74	NPC160651
Intermediate Similarity	0.7398	NPC474611
Intermediate Similarity	0.7398	NPC475967
Intermediate Similarity	0.7398	NPC307383
Intermediate Similarity	0.7387	NPC93172
Intermediate Similarity	0.7387	NPC97574
Intermediate Similarity	0.7376	NPC478047
Intermediate Similarity	0.7376	NPC328856
Intermediate Similarity	0.7376	NPC478046
Intermediate Similarity	0.7376	NPC314914
Intermediate Similarity	0.7376	NPC321226
Intermediate Similarity	0.7376	NPC180210
Intermediate Similarity	0.7374	NPC472139
Intermediate Similarity	0.7374	NPC234660
Intermediate Similarity	0.7374	NPC471493
Intermediate Similarity	0.7374	NPC477405
Intermediate Similarity	0.7374	NPC472773
Intermediate Similarity	0.7374	NPC51568
Intermediate Similarity	0.7363	NPC88593
Intermediate Similarity	0.7363	NPC477115
Intermediate Similarity	0.7363	NPC118086
Intermediate Similarity	0.7363	NPC82602
Intermediate Similarity	0.736	NPC472653
Intermediate Similarity	0.7358	NPC219419
Intermediate Similarity	0.7358	NPC313453
Intermediate Similarity	0.7354	NPC170101
Intermediate Similarity	0.735	NPC473766
Intermediate Similarity	0.735	NPC473753
Intermediate Similarity	0.735	NPC472282
Intermediate Similarity	0.7347	NPC249021
Intermediate Similarity	0.7347	NPC472777
Intermediate Similarity	0.7347	NPC36655
Intermediate Similarity	0.7347	NPC472778
Intermediate Similarity	0.7347	NPC261597
Intermediate Similarity	0.7347	NPC304692
Intermediate Similarity	0.7347	NPC173544
Intermediate Similarity	0.7347	NPC472776
Intermediate Similarity	0.7344	NPC197037
Intermediate Similarity	0.7344	NPC125182
Intermediate Similarity	0.7344	NPC69647
Intermediate Similarity	0.7343	NPC105395
Intermediate Similarity	0.734	NPC471632
Intermediate Similarity	0.7337	NPC271657
Intermediate Similarity	0.7337	NPC476857
Intermediate Similarity	0.7337	NPC476858
Intermediate Similarity	0.7337	NPC476856
Intermediate Similarity	0.7333	NPC35000
Intermediate Similarity	0.733	NPC478048
Intermediate Similarity	0.7327	NPC315889
Intermediate Similarity	0.7327	NPC160818
Intermediate Similarity	0.7327	NPC169299
Intermediate Similarity	0.7323	NPC149896
Intermediate Similarity	0.7323	NPC472771
Intermediate Similarity	0.7323	NPC5079
Intermediate Similarity	0.7322	NPC471015
Intermediate Similarity	0.732	NPC473670
Intermediate Similarity	0.732	NPC21410
Intermediate Similarity	0.7313	NPC472652
Intermediate Similarity	0.7313	NPC291742
Intermediate Similarity	0.7313	NPC271235
Intermediate Similarity	0.7313	NPC255787
Intermediate Similarity	0.731	NPC477403
Intermediate Similarity	0.731	NPC140952
Intermediate Similarity	0.7306	NPC212257
Intermediate Similarity	0.7306	NPC228842
Intermediate Similarity	0.7304	NPC262386
Intermediate Similarity	0.7296	NPC469485
Intermediate Similarity	0.7296	NPC104736
Intermediate Similarity	0.7292	NPC91730
Intermediate Similarity	0.7286	NPC302369
Intermediate Similarity	0.7286	NPC94499
Intermediate Similarity	0.7286	NPC134254
Intermediate Similarity	0.7286	NPC39986
Intermediate Similarity	0.7286	NPC198047
Intermediate Similarity	0.7282	NPC114880
Intermediate Similarity	0.7282	NPC30222
Intermediate Similarity	0.7282	NPC470938
Intermediate Similarity	0.7277	NPC470995
Intermediate Similarity	0.7273	NPC470789
Intermediate Similarity	0.7269	NPC314941
Intermediate Similarity	0.7264	NPC476853
Intermediate Similarity	0.7264	NPC100333
Intermediate Similarity	0.7264	NPC310572
Intermediate Similarity	0.7264	NPC476861
Intermediate Similarity	0.7264	NPC476850
Intermediate Similarity	0.7264	NPC472651
Intermediate Similarity	0.7259	NPC45101
Intermediate Similarity	0.7259	NPC81405
Intermediate Similarity	0.7256	NPC286135
Intermediate Similarity	0.7255	NPC148185
Intermediate Similarity	0.7255	NPC94763
Intermediate Similarity	0.7254	NPC471978
Intermediate Similarity	0.7254	NPC211625
Intermediate Similarity	0.725	NPC261184
Intermediate Similarity	0.7245	NPC472393
Intermediate Similarity	0.7245	NPC264943
Intermediate Similarity	0.7245	NPC476262
Intermediate Similarity	0.7245	NPC44675
Intermediate Similarity	0.7245	NPC214541
Intermediate Similarity	0.7245	NPC75310
Intermediate Similarity	0.7243	NPC473833
Intermediate Similarity	0.7243	NPC261012
Intermediate Similarity	0.7243	NPC109403

Drug Structure

NPD8404 OpenBabel08211713022D 65 70 0 0 1 0 0 0 0 0999 V2000 -0.7866 -2.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0398 0.5446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5792 3.9163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0917 -3.7442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6383 -4.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5832 -2.5575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4358 3.0736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5353 3.1922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2256 0.8391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 -2.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0994 3.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7518 2.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5465 3.7209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8312 -3.4733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8514 2.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6460 3.6024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6657 -2.5802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7317 -3.5918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7866 -1.3624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0753 1.3744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9082 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4097 1.1987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0494 2.1617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2984 2.7633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4639 -2.1468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7002 0.9652 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5731 -0.9082 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.9082 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3597 -2.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6695 1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5824 -1.2464 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9045 1.0216 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8619 -0.6935 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7866 0.4541 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4504 0.2351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5515 1.3314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3980 2.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0228 -1.0410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1421 -1.4517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7441 -2.9051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8829 2.3531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5731 -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 -1.0056 2.1180 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4215 -0.8988 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9267 1.9267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1462 -2.7247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8050 0.9031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9804 0.2070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0033 -0.4855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8451 3.3653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9042 -1.9415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9812 -1.1041 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6826 2.9668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1227 -2.7720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9082 -0.9082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5817 0.0648 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3597 -1.3624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0504 1.8056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2351 0.8773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0236 -2.3522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3579 1.6236 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8195 0.5546 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7018 -1.6570 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2561 3.6710 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 40 1 0 0 0 0 5 40 1 0 0 0 0 6 40 1 0 0 0 0 7 41 1 0 0 0 0 8 41 1 0 0 0 0 10 29 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 14 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 55 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 44 1 0 0 0 0 21 43 1 0 0 0 0 21 56 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 23 46 2 0 0 0 0 23 60 1 0 0 0 0 24 37 1 0 0 0 0 25 31 1 0 0 0 0 25 55 1 0 0 0 0 26 57 1 6 0 0 0 27 42 1 6 0 0 0 27 58 1 0 0 0 0 28 43 1 6 0 0 0 28 56 1 0 0 0 0 29 47 2 0 0 0 0 29 58 1 0 0 0 0 30 32 1 0 0 0 0 30 41 1 0 0 0 0 31 33 1 0 0 0 0 31 45 1 6 0 0 0 32 35 1 0 0 0 0 32 48 1 6 0 0 0 33 38 1 1 0 0 0 33 49 1 0 0 0 0 34 36 1 0 0 0 0 34 42 1 6 0 0 0 34 43 1 0 0 0 0 35 42 1 0 0 0 0 35 50 2 0 0 0 0 36 44 1 1 0 0 0 36 59 1 0 0 0 0 37 51 2 0 0 0 0 37 59 1 0 0 0 0 38 52 2 0 0 0 0 38 57 1 0 0 0 0 39 45 2 3 0 0 0 39 53 1 0 0 0 0 39 61 1 0 0 0 0 40 61 1 0 0 0 0 41 44 1 0 0 0 0 42 9 1 6 0 0 0 43 60 1 1 0 0 0 44 54 1 1 0 0 0 48 62 1 0 0 0 0 49 63 1 0 0 0 0 53 64 1 0 0 0 0 54 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011595
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	853.35
ALogP	-0.1167
MLogP	4.43
XLogP	4.017
HDA	16
HBD	4
Rotatable Bonds	29
TPSA	247.15
RO5 Violation	2