NPASS drugs

Drug Information

Drug ID:	NPD8368
Drug Name:	BMS-275183
Molecular Formula:	C43H59NO16
Canonical SMILES:	COC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](C(C)(C)C)N=C(OC(C)(C)C)O)O)C(=C(C2(C)C)[C@H](C1=O)OC(=O)C)C)C)O
Standard InCHI:	InChI=1S/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,24-26,28-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/t24-,25-,26+,28+,29+,30-,31+,33-,41+,42-,43+/m0/s1
Standard InCHIKey:	AHXICHPPXIGCBN-GPWPDEGDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8368

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	179
0.1-0.2	778
0.2-0.3	1878
0.3-0.4	3861
0.4-0.5	7786
0.5-0.6	9244
0.6-0.7	6483
0.7-0.8	560
0.8-0.85	80
0.85-0.9	31
0.9-0.95	10
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
High Similarity	0.9353	NPC471623
High Similarity	0.9075	NPC324251
High Similarity	0.9075	NPC206211
High Similarity	0.9075	NPC471629
High Similarity	0.9075	NPC306001
High Similarity	0.9075	NPC275170
High Similarity	0.9075	NPC473400
High Similarity	0.9045	NPC472391
High Similarity	0.9023	NPC33372
High Similarity	0.9023	NPC67246
High Similarity	0.8989	NPC472392
High Similarity	0.8989	NPC472375
High Similarity	0.8966	NPC475336
High Similarity	0.8966	NPC453583
High Similarity	0.8966	NPC473300
High Similarity	0.8966	NPC317882
High Similarity	0.8966	NPC471754
High Similarity	0.8895	NPC116862
High Similarity	0.8882	NPC219419
High Similarity	0.8855	NPC471493
High Similarity	0.884	NPC289383
High Similarity	0.8827	NPC155329
High Similarity	0.8827	NPC259144
High Similarity	0.8827	NPC114357
High Similarity	0.882	NPC181964
High Similarity	0.882	NPC471606
High Similarity	0.882	NPC208553
High Similarity	0.8771	NPC473490
High Similarity	0.8771	NPC473558
High Similarity	0.8765	NPC134685
High Similarity	0.8765	NPC229545
High Similarity	0.8765	NPC248265
High Similarity	0.8765	NPC11588
High Similarity	0.8764	NPC215892
High Similarity	0.8764	NPC321072
High Similarity	0.8764	NPC191193
High Similarity	0.8764	NPC242662
High Similarity	0.8696	NPC91730
High Similarity	0.8642	NPC197037
High Similarity	0.8611	NPC36607
High Similarity	0.8571	NPC217918
Intermediate Similarity	0.8485	NPC21410
Intermediate Similarity	0.8485	NPC473670
Intermediate Similarity	0.8427	NPC327699
Intermediate Similarity	0.8415	NPC471103
Intermediate Similarity	0.8415	NPC51602
Intermediate Similarity	0.8383	NPC472393
Intermediate Similarity	0.8354	NPC7095
Intermediate Similarity	0.8333	NPC127857
Intermediate Similarity	0.8323	NPC217091
Intermediate Similarity	0.8323	NPC106895
Intermediate Similarity	0.8303	NPC306799
Intermediate Similarity	0.8303	NPC101043
Intermediate Similarity	0.8293	NPC250046
Intermediate Similarity	0.8293	NPC60509
Intermediate Similarity	0.8293	NPC81698
Intermediate Similarity	0.8272	NPC38696
Intermediate Similarity	0.8266	NPC102465
Intermediate Similarity	0.8263	NPC282239
Intermediate Similarity	0.8263	NPC228204
Intermediate Similarity	0.8263	NPC26033
Intermediate Similarity	0.8261	NPC34012
Intermediate Similarity	0.8242	NPC112216
Intermediate Similarity	0.8242	NPC165260
Intermediate Similarity	0.8242	NPC198455
Intermediate Similarity	0.8242	NPC161239
Intermediate Similarity	0.8204	NPC473414
Intermediate Similarity	0.8204	NPC242262
Intermediate Similarity	0.8204	NPC472022
Intermediate Similarity	0.8204	NPC256142
Intermediate Similarity	0.8204	NPC1173
Intermediate Similarity	0.8204	NPC158333
Intermediate Similarity	0.8204	NPC472005
Intermediate Similarity	0.8204	NPC472030
Intermediate Similarity	0.8204	NPC304876
Intermediate Similarity	0.8204	NPC133430
Intermediate Similarity	0.8204	NPC237549
Intermediate Similarity	0.8204	NPC249471
Intermediate Similarity	0.8204	NPC469477
Intermediate Similarity	0.8204	NPC265395
Intermediate Similarity	0.8204	NPC257213
Intermediate Similarity	0.8171	NPC477737
Intermediate Similarity	0.8155	NPC472549
Intermediate Similarity	0.8155	NPC112523
Intermediate Similarity	0.8155	NPC114410
Intermediate Similarity	0.8148	NPC182869
Intermediate Similarity	0.814	NPC150893
Intermediate Similarity	0.814	NPC295408
Intermediate Similarity	0.814	NPC329960
Intermediate Similarity	0.8118	NPC469399
Intermediate Similarity	0.8118	NPC471102
Intermediate Similarity	0.811	NPC301946
Intermediate Similarity	0.811	NPC471100
Intermediate Similarity	0.811	NPC277053
Intermediate Similarity	0.811	NPC471107
Intermediate Similarity	0.8095	NPC77719
Intermediate Similarity	0.8081	NPC43304
Intermediate Similarity	0.8081	NPC477190
Intermediate Similarity	0.8081	NPC477188
Intermediate Similarity	0.8059	NPC469771
Intermediate Similarity	0.8059	NPC469417
Intermediate Similarity	0.8059	NPC477735
Intermediate Similarity	0.8049	NPC80895
Intermediate Similarity	0.8049	NPC471912
Intermediate Similarity	0.8047	NPC5115
Intermediate Similarity	0.8047	NPC473611
Intermediate Similarity	0.8047	NPC473632
Intermediate Similarity	0.8047	NPC132599
Intermediate Similarity	0.8047	NPC469730
Intermediate Similarity	0.8037	NPC472546
Intermediate Similarity	0.8036	NPC472548
Intermediate Similarity	0.8035	NPC66193
Intermediate Similarity	0.8024	NPC473214
Intermediate Similarity	0.8024	NPC470245
Intermediate Similarity	0.8024	NPC254558
Intermediate Similarity	0.8012	NPC477736
Intermediate Similarity	0.8011	NPC477471
Intermediate Similarity	0.8011	NPC477469
Intermediate Similarity	0.8011	NPC477466
Intermediate Similarity	0.8011	NPC477473
Intermediate Similarity	0.8	NPC11410
Intermediate Similarity	0.7989	NPC471134
Intermediate Similarity	0.7976	NPC470153
Intermediate Similarity	0.7964	NPC476975
Intermediate Similarity	0.7964	NPC473215
Intermediate Similarity	0.7952	NPC474935
Intermediate Similarity	0.7952	NPC469513
Intermediate Similarity	0.7943	NPC61891
Intermediate Similarity	0.7941	NPC251139
Intermediate Similarity	0.7931	NPC322420
Intermediate Similarity	0.7929	NPC477905
Intermediate Similarity	0.7914	NPC472547
Intermediate Similarity	0.7907	NPC49297
Intermediate Similarity	0.7879	NPC477894
Intermediate Similarity	0.7877	NPC469421
Intermediate Similarity	0.7866	NPC41481
Intermediate Similarity	0.7866	NPC291599
Intermediate Similarity	0.7866	NPC27377
Intermediate Similarity	0.7866	NPC87448
Intermediate Similarity	0.7866	NPC472576
Intermediate Similarity	0.7866	NPC16912
Intermediate Similarity	0.7866	NPC118080
Intermediate Similarity	0.7866	NPC97947
Intermediate Similarity	0.7853	NPC40138
Intermediate Similarity	0.7853	NPC469420
Intermediate Similarity	0.7849	NPC181924
Intermediate Similarity	0.7841	NPC324769
Intermediate Similarity	0.7841	NPC325732
Intermediate Similarity	0.784	NPC472372
Intermediate Similarity	0.784	NPC472374
Intermediate Similarity	0.7824	NPC22571
Intermediate Similarity	0.7824	NPC469647
Intermediate Similarity	0.7824	NPC138641
Intermediate Similarity	0.7824	NPC283875
Intermediate Similarity	0.7824	NPC469648
Intermediate Similarity	0.7816	NPC476077
Intermediate Similarity	0.7805	NPC97667
Intermediate Similarity	0.7805	NPC171207
Intermediate Similarity	0.7805	NPC100913
Intermediate Similarity	0.7805	NPC90614
Intermediate Similarity	0.7805	NPC275592
Intermediate Similarity	0.7791	NPC39549
Intermediate Similarity	0.7791	NPC70344
Intermediate Similarity	0.7784	NPC96903
Intermediate Similarity	0.7784	NPC171525
Intermediate Similarity	0.7784	NPC470157
Intermediate Similarity	0.7784	NPC29704
Intermediate Similarity	0.7784	NPC177940
Intermediate Similarity	0.7784	NPC469349
Intermediate Similarity	0.7784	NPC472568
Intermediate Similarity	0.7784	NPC470159
Intermediate Similarity	0.7784	NPC70403
Intermediate Similarity	0.7784	NPC200471
Intermediate Similarity	0.7784	NPC476973
Intermediate Similarity	0.7784	NPC473088
Intermediate Similarity	0.7784	NPC471104
Intermediate Similarity	0.7784	NPC472572
Intermediate Similarity	0.7784	NPC158663
Intermediate Similarity	0.7784	NPC472575
Intermediate Similarity	0.7784	NPC174982
Intermediate Similarity	0.7784	NPC184817
Intermediate Similarity	0.7784	NPC472571
Intermediate Similarity	0.7771	NPC55744
Intermediate Similarity	0.7771	NPC275477
Intermediate Similarity	0.7765	NPC469415
Intermediate Similarity	0.7765	NPC472398
Intermediate Similarity	0.7765	NPC329657
Intermediate Similarity	0.7759	NPC477623
Intermediate Similarity	0.774	NPC477491
Intermediate Similarity	0.7738	NPC20255
Intermediate Similarity	0.7733	NPC469398
Intermediate Similarity	0.7733	NPC469456
Intermediate Similarity	0.7733	NPC469422
Intermediate Similarity	0.7733	NPC34066
Intermediate Similarity	0.773	NPC472545
Intermediate Similarity	0.773	NPC472551
Intermediate Similarity	0.7727	NPC478073
Intermediate Similarity	0.7725	NPC472570
Intermediate Similarity	0.7725	NPC470231
Intermediate Similarity	0.7725	NPC470152

Drug Structure

NPD8368 OpenBabel08211713012D 64 68 0 0 1 0 0 0 0 0999 V2000 -3.0729 -0.5505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3156 -1.5215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8638 3.0185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4228 2.2901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6642 2.5216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1689 3.7850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6997 4.3935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6658 2.5854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4623 -3.1071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5521 -3.2269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2389 -0.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0637 -3.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1658 -3.0330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8144 -2.1848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6069 -3.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9042 -2.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6966 -3.6416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7951 1.3772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0871 -1.3893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9181 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 -1.2118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4054 -1.6413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3452 -2.7934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7187 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5903 0.9181 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9181 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6985 -1.9196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9039 0.7010 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9362 -1.0328 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7951 -0.4591 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6323 1.2599 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4771 -0.2376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5575 -1.3459 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4350 -2.6735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0557 1.0524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2090 1.4675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0608 -2.1853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5125 2.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8175 2.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9034 -2.3787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5903 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 -1.0166 -2.1410 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4806 0.9086 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0540 -2.4896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3854 1.3772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0238 -0.2093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0360 0.4908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8760 -3.4019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9358 1.9626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0572 1.1162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9477 -1.9477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6900 -2.9991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8232 -3.0721 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9181 0.9181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8464 -0.9129 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5989 -0.0655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0836 -1.8253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0891 2.3778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2376 -0.8868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3854 2.2953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8720 -0.5606 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7856 1.6751 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2698 -3.7110 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 38 1 0 0 0 0 4 38 1 0 0 0 0 5 38 1 0 0 0 0 6 39 1 0 0 0 0 7 39 1 0 0 0 0 8 39 1 0 0 0 0 9 40 1 0 0 0 0 10 40 1 0 0 0 0 12 54 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 2 0 0 0 0 16 23 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 19 43 1 0 0 0 0 20 42 1 0 0 0 0 20 55 1 0 0 0 0 21 24 1 0 0 0 0 21 27 2 0 0 0 0 22 45 2 0 0 0 0 22 56 1 0 0 0 0 23 34 1 0 0 0 0 24 57 1 1 0 0 0 25 41 1 1 0 0 0 25 46 1 0 0 0 0 26 42 1 1 0 0 0 26 55 1 0 0 0 0 27 29 1 0 0 0 0 27 40 1 0 0 0 0 28 31 1 0 0 0 0 28 35 1 6 0 0 0 28 47 1 0 0 0 0 29 32 1 0 0 0 0 29 56 1 1 0 0 0 30 33 1 0 0 0 0 30 41 1 1 0 0 0 30 42 1 0 0 0 0 31 38 1 0 0 0 0 31 44 1 1 0 0 0 32 41 1 0 0 0 0 32 48 2 0 0 0 0 33 43 1 6 0 0 0 33 58 1 0 0 0 0 34 49 2 0 0 0 0 34 58 1 0 0 0 0 35 50 2 0 0 0 0 35 57 1 0 0 0 0 36 44 2 3 0 0 0 36 51 1 0 0 0 0 36 59 1 0 0 0 0 37 52 2 0 0 0 0 37 54 1 0 0 0 0 37 60 1 0 0 0 0 39 59 1 0 0 0 0 40 43 1 0 0 0 0 41 11 1 1 0 0 0 42 60 1 6 0 0 0 43 53 1 6 0 0 0 46 61 1 0 0 0 0 47 62 1 0 0 0 0 51 63 1 0 0 0 0 53 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011554
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	845.38
ALogP	2.1606
MLogP	4.32
XLogP	4.097
HDA	17
HBD	4
Rotatable Bonds	32
TPSA	243.24
RO5 Violation	2