NPASS drugs

Drug Information

Drug ID:	NPD8424
Drug Name:
Molecular Formula:	C45H53NO14
Canonical SMILES:	CC(=O)O[C@H]1C(=O)[C@]23C[C@H]2C[C@@H]2[C@]([C@H]3[C@@H]([C@]3(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)N=C(OC(C)(C)C)O)O)C3)(C)C)O)OC(=O)c1ccccc1)(CO2)OC(=O)C
Standard InCHI:	"InChI=1S/C45H53NO14/c1-23-29(57-39(52)33(49)32(26-15-11-9-12-16-26)46-40(53)60-41(4,5)6)21-45(54)37(58-38(51)27-17-13-10-14-18-27)35-43(36(50)34(56-24(2)47)31(23)42(45,7)8)20-28(43)19-30-44(35,22-55-30)59-25(3)48/h9-18,28-30,32-35,37,49,54H,19-22H2,1-8H3,(H,46,53)/t28-,29+,30-,32+,33-,34-,35+,37+,43-,44+,45-/m1/s1"
Standard InCHIKey:	DXOJIXGRFSHVKA-BZVZGCBYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8424

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	39397
0.1-0.2	164107
0.2-0.3	7828
0.3-0.4	238
0.4-0.5	69
0.5-0.6	42
0.6-0.7	39
0.7-0.8	17
0.8-0.85	1
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	0.8438	NPC471623
Intermediate Similarity	0.7282	NPC33372
Intermediate Similarity	0.7282	NPC52912
Intermediate Similarity	0.7282	NPC67246
Intermediate Similarity	0.7255	NPC102167
Intermediate Similarity	0.7255	NPC488127
Intermediate Similarity	0.7184	NPC208553
Intermediate Similarity	0.7184	NPC181964
Intermediate Similarity	0.7184	NPC184289
Intermediate Similarity	0.7184	NPC307628
Intermediate Similarity	0.7115	NPC324251
Intermediate Similarity	0.7115	NPC206211
Intermediate Similarity	0.7048	NPC487360
Intermediate Similarity	0.7048	NPC479182
Intermediate Similarity	0.7048	NPC479180
Intermediate Similarity	0.7048	NPC215025
Intermediate Similarity	0.7048	NPC471629
Intermediate Similarity	0.7048	NPC306001
Remote Similarity	0.6916	NPC275170
Remote Similarity	0.6852	NPC486061
Remote Similarity	0.6852	NPC486060
Remote Similarity	0.6789	NPC487361
Remote Similarity	0.6789	NPC22933
Remote Similarity	0.6435	NPC472391
Remote Similarity	0.6435	NPC27650
Remote Similarity	0.6404	NPC116862
Remote Similarity	0.6389	NPC49524
Remote Similarity	0.6389	NPC453583
Remote Similarity	0.6296	NPC327699
Remote Similarity	0.6273	NPC478329
Remote Similarity	0.6239	NPC479185
Remote Similarity	0.6147	NPC200927
Remote Similarity	0.6147	NPC14752
Remote Similarity	0.6147	NPC321072
Remote Similarity	0.6147	NPC215892
Remote Similarity	0.6147	NPC242662
Remote Similarity	0.6134	NPC241312
Remote Similarity	0.6134	NPC479184
Remote Similarity	0.6111	NPC537050
Remote Similarity	0.6091	NPC453588
Remote Similarity	0.6091	NPC179899
Remote Similarity	0.6091	NPC326042
Remote Similarity	0.6091	NPC166498
Remote Similarity	0.6091	NPC191193
Remote Similarity	0.6058	NPC34333
Remote Similarity	0.6058	NPC579874
Remote Similarity	0.6058	NPC603140
Remote Similarity	0.6036	NPC471754
Remote Similarity	0.6036	NPC317994
Remote Similarity	0.6036	NPC479183
Remote Similarity	0.6036	NPC328571
Remote Similarity	0.6036	NPC298358
Remote Similarity	0.6036	NPC479181
Remote Similarity	0.6036	NPC514212
Remote Similarity	0.6036	NPC588327
Remote Similarity	0.6	NPC473490
Remote Similarity	0.6	NPC478328
Remote Similarity	0.5982	NPC3125
Remote Similarity	0.5946	NPC317140
Remote Similarity	0.5909	NPC36607
Remote Similarity	0.5909	NPC594728
Remote Similarity	0.5849	NPC204918
Remote Similarity	0.5804	NPC327158
Remote Similarity	0.5804	NPC533612
Remote Similarity	0.5804	NPC558987
Remote Similarity	0.5804	NPC601797
Remote Similarity	0.5804	NPC603171
Remote Similarity	0.5625	NPC295149
Remote Similarity	0.562	NPC479173
Remote Similarity	0.5565	NPC514511
Remote Similarity	0.55	NPC32519
Remote Similarity	0.55	NPC289383
Remote Similarity	0.549	NPC582276
Remote Similarity	0.547	NPC471606
Remote Similarity	0.5437	NPC79477
Remote Similarity	0.5437	NPC595336
Remote Similarity	0.5392	NPC94567
Remote Similarity	0.5392	NPC246777
Remote Similarity	0.5392	NPC556569
Remote Similarity	0.5392	NPC593428
Remote Similarity	0.5392	NPC605573
Remote Similarity	0.5391	NPC519154
Remote Similarity	0.5366	NPC289155
Remote Similarity	0.5366	NPC479186
Remote Similarity	0.534	NPC155329
Remote Similarity	0.534	NPC114357
Remote Similarity	0.534	NPC25820
Remote Similarity	0.5304	NPC599799
Remote Similarity	0.528	NPC472375
Remote Similarity	0.5234	NPC5681
Remote Similarity	0.5217	NPC473300
Remote Similarity	0.5217	NPC327024
Remote Similarity	0.513	NPC327675
Remote Similarity	0.5128	NPC317882
Remote Similarity	0.5094	NPC259144
Remote Similarity	0.5094	NPC127672
Remote Similarity	0.5094	NPC257170
Remote Similarity	0.5094	NPC219419
Remote Similarity	0.5085	NPC327764

Drug Structure

NPD8424 OpenBabel08211713022D 63 69 0 0 1 0 0 0 0 0999 V2000 -2.9959 -0.5367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1825 -1.4834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8989 -1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9872 3.8520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4422 3.1418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2165 4.8563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4007 -3.0293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5132 -3.1461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6241 7.0360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0114 -2.9571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4511 6.6934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0860 6.4911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6688 -2.1301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4664 -3.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5680 5.8060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0308 5.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7813 -2.0132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5790 -3.5504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7752 1.3427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3256 0.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0598 -1.3545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8951 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3749 -1.1814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2950 -1.6002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0342 -2.1305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8578 5.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2364 -2.7234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5504 0.8951 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6757 -0.9513 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.8951 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6309 -1.8715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9746 4.3736 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8016 4.0310 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8626 -1.0069 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7752 -0.4476 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4151 -0.2317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5435 -1.3122 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3489 -2.6066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9185 3.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5625 4.1712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0997 3.9688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8557 -2.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5504 -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 -0.9911 -2.0874 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2645 3.8286 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9525 -2.4272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5709 -3.8598 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5118 4.5759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9600 0.4785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8040 -3.3167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7455 2.8010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6794 5.0587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6727 -2.9240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8951 0.8951 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7501 -0.8901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2083 2.5986 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0064 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2317 -0.8646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2727 3.6263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3950 5.4634 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5064 5.4012 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2380 -3.6180 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 41 1 0 0 0 0 5 41 1 0 0 0 0 6 41 1 0 0 0 0 7 42 1 0 0 0 0 8 42 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 15 26 2 0 0 0 0 16 26 1 0 0 0 0 17 27 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 19 30 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 21 45 1 0 0 0 0 22 44 1 0 0 0 0 22 55 1 0 0 0 0 23 29 1 0 0 0 0 23 31 2 0 0 0 0 24 47 2 0 0 0 0 24 56 1 0 0 0 0 25 48 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 43 1 6 0 0 0 29 57 1 1 0 0 0 30 44 1 1 0 0 0 30 55 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 49 1 0 0 0 0 34 36 1 0 0 0 0 34 56 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 50 2 0 0 0 0 37 45 1 6 0 0 0 37 58 1 0 0 0 0 38 51 2 0 0 0 0 38 58 1 0 0 0 0 39 52 2 0 0 0 0 39 57 1 0 0 0 0 40 46 2 3 0 0 0 40 53 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 20 1 1 0 0 0 44 59 1 6 0 0 0 45 54 1 6 0 0 0 49 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000552
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918260
ChEBI
CAS Number

Drug Properties

Molecular Weight	831.35
ALogP	0.3886
MLogP	4.76
XLogP	5.99
HDA	15
HBD	3
Rotatable Bonds	26
TPSA	213.78
RO5 Violation	3