NPASS drugs

Drug Information

Drug ID:	NPD8455
Drug Name:	Bimosiamose
Molecular Formula:	C46H54O16
Canonical SMILES:	OC[C@H]1O[C@H](Oc2ccc(cc2c2cccc(c2)CC(=O)O)CCCCCCc2ccc(c(c2)c2cccc(c2)CC(=O)O)O[C@H]2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)[C@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	InChI=1S/C46H54O16/c47-23-35-39(53)41(55)43(57)45(61-35)59-33-15-13-25(19-31(33)29-11-5-9-27(17-29)21-37(49)50)7-3-1-2-4-8-26-14-16-34(60-46-44(58)42(56)40(54)36(24-48)62-46)32(20-26)30-12-6-10-28(18-30)22-38(51)52/h5-6,9-20,35-36,39-48,53-58H,1-4,7-8,21-24H2,(H,49,50)(H,51,52)/t35-,36-,39-,40-,41+,42+,43+,44+,45+,46+/m1/s1
Standard InCHIKey:	RYWCQJDEHXJHRI-XJMXIVSISA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8455

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	284
0.1-0.2	1070
0.2-0.3	2179
0.3-0.4	4773
0.4-0.5	7044
0.5-0.6	4725
0.6-0.7	6080
0.7-0.8	4293
0.8-0.85	425
0.85-0.9	16
0.9-0.95	1
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	0.9067	NPC472339
High Similarity	0.8839	NPC160882
High Similarity	0.869	NPC75574
High Similarity	0.8645	NPC259707
High Similarity	0.8623	NPC161609
High Similarity	0.8623	NPC275690
High Similarity	0.8614	NPC76112
High Similarity	0.8614	NPC92403
High Similarity	0.8614	NPC66820
High Similarity	0.8614	NPC170018
High Similarity	0.8606	NPC168789
High Similarity	0.8598	NPC52598
High Similarity	0.8581	NPC107197
High Similarity	0.8553	NPC471028
High Similarity	0.8521	NPC476203
High Similarity	0.8514	NPC79957
High Similarity	0.8506	NPC175275
Intermediate Similarity	0.8485	NPC76047
Intermediate Similarity	0.8471	NPC114120
Intermediate Similarity	0.8471	NPC167045
Intermediate Similarity	0.8471	NPC59692
Intermediate Similarity	0.8452	NPC220282
Intermediate Similarity	0.8442	NPC248053
Intermediate Similarity	0.8442	NPC155564
Intermediate Similarity	0.8442	NPC102280
Intermediate Similarity	0.8439	NPC264302
Intermediate Similarity	0.8421	NPC475352
Intermediate Similarity	0.8421	NPC229817
Intermediate Similarity	0.8421	NPC221140
Intermediate Similarity	0.8421	NPC473686
Intermediate Similarity	0.8421	NPC475220
Intermediate Similarity	0.8415	NPC89809
Intermediate Similarity	0.8415	NPC260504
Intermediate Similarity	0.8415	NPC9309
Intermediate Similarity	0.8415	NPC473278
Intermediate Similarity	0.8408	NPC471403
Intermediate Similarity	0.8405	NPC25889
Intermediate Similarity	0.8405	NPC121290
Intermediate Similarity	0.8395	NPC186228
Intermediate Similarity	0.8393	NPC79736
Intermediate Similarity	0.8393	NPC67629
Intermediate Similarity	0.8385	NPC185231
Intermediate Similarity	0.8383	NPC316539
Intermediate Similarity	0.8372	NPC313063
Intermediate Similarity	0.8372	NPC286301
Intermediate Similarity	0.8366	NPC116922
Intermediate Similarity	0.8363	NPC318119
Intermediate Similarity	0.8354	NPC99216
Intermediate Similarity	0.8344	NPC158635
Intermediate Similarity	0.8344	NPC472876
Intermediate Similarity	0.8344	NPC100818
Intermediate Similarity	0.8344	NPC229882
Intermediate Similarity	0.8343	NPC267549
Intermediate Similarity	0.8333	NPC116229
Intermediate Similarity	0.8333	NPC328093
Intermediate Similarity	0.8333	NPC473630
Intermediate Similarity	0.8323	NPC114550
Intermediate Similarity	0.8323	NPC471920
Intermediate Similarity	0.8323	NPC129930
Intermediate Similarity	0.8323	NPC74320
Intermediate Similarity	0.8323	NPC312006
Intermediate Similarity	0.8323	NPC471921
Intermediate Similarity	0.8323	NPC473697
Intermediate Similarity	0.8323	NPC292712
Intermediate Similarity	0.8323	NPC474075
Intermediate Similarity	0.8323	NPC471922
Intermediate Similarity	0.8323	NPC20114
Intermediate Similarity	0.8323	NPC107120
Intermediate Similarity	0.8322	NPC34456
Intermediate Similarity	0.8314	NPC241847
Intermediate Similarity	0.8314	NPC87583
Intermediate Similarity	0.8312	NPC225445
Intermediate Similarity	0.8311	NPC269421
Intermediate Similarity	0.8304	NPC475662
Intermediate Similarity	0.8304	NPC473631
Intermediate Similarity	0.8304	NPC473717
Intermediate Similarity	0.8304	NPC132111
Intermediate Similarity	0.8304	NPC129533
Intermediate Similarity	0.8304	NPC321916
Intermediate Similarity	0.8304	NPC123259
Intermediate Similarity	0.8304	NPC293227
Intermediate Similarity	0.8301	NPC245219
Intermediate Similarity	0.8301	NPC31081
Intermediate Similarity	0.8294	NPC80956
Intermediate Similarity	0.8294	NPC179862
Intermediate Similarity	0.8293	NPC17432
Intermediate Similarity	0.8293	NPC257566
Intermediate Similarity	0.8293	NPC124155
Intermediate Similarity	0.8291	NPC93619
Intermediate Similarity	0.8284	NPC231787
Intermediate Similarity	0.8284	NPC289876
Intermediate Similarity	0.8282	NPC47923
Intermediate Similarity	0.8282	NPC132737
Intermediate Similarity	0.8274	NPC203751
Intermediate Similarity	0.8274	NPC98583
Intermediate Similarity	0.8272	NPC478269
Intermediate Similarity	0.8272	NPC24339
Intermediate Similarity	0.8272	NPC98083
Intermediate Similarity	0.8272	NPC166456
Intermediate Similarity	0.8272	NPC7543
Intermediate Similarity	0.8272	NPC94220
Intermediate Similarity	0.8269	NPC97240
Intermediate Similarity	0.8269	NPC469700
Intermediate Similarity	0.8266	NPC65489
Intermediate Similarity	0.8266	NPC179947
Intermediate Similarity	0.8263	NPC96605
Intermediate Similarity	0.8263	NPC470712
Intermediate Similarity	0.8263	NPC164704
Intermediate Similarity	0.8263	NPC188815
Intermediate Similarity	0.8263	NPC218161
Intermediate Similarity	0.8263	NPC469344
Intermediate Similarity	0.8263	NPC280642
Intermediate Similarity	0.8256	NPC231254
Intermediate Similarity	0.825	NPC185103
Intermediate Similarity	0.8247	NPC469367
Intermediate Similarity	0.8246	NPC197357
Intermediate Similarity	0.8246	NPC208797
Intermediate Similarity	0.8246	NPC85316
Intermediate Similarity	0.8246	NPC53680
Intermediate Similarity	0.8246	NPC8940
Intermediate Similarity	0.8239	NPC233467
Intermediate Similarity	0.8235	NPC100482
Intermediate Similarity	0.8235	NPC277331
Intermediate Similarity	0.8235	NPC80098
Intermediate Similarity	0.8235	NPC35266
Intermediate Similarity	0.8232	NPC298171
Intermediate Similarity	0.8232	NPC44947
Intermediate Similarity	0.8232	NPC190450
Intermediate Similarity	0.8232	NPC12326
Intermediate Similarity	0.8228	NPC182350
Intermediate Similarity	0.8225	NPC186800
Intermediate Similarity	0.8225	NPC63105
Intermediate Similarity	0.8225	NPC470667
Intermediate Similarity	0.8225	NPC193377
Intermediate Similarity	0.8221	NPC472320
Intermediate Similarity	0.8218	NPC473618
Intermediate Similarity	0.8218	NPC269046
Intermediate Similarity	0.8214	NPC221288
Intermediate Similarity	0.8214	NPC474522
Intermediate Similarity	0.8214	NPC100251
Intermediate Similarity	0.8214	NPC9002
Intermediate Similarity	0.8214	NPC470714
Intermediate Similarity	0.8214	NPC65333
Intermediate Similarity	0.8214	NPC470716
Intermediate Similarity	0.8214	NPC257011
Intermediate Similarity	0.8214	NPC470715
Intermediate Similarity	0.8214	NPC11847
Intermediate Similarity	0.8214	NPC217822
Intermediate Similarity	0.8214	NPC288152
Intermediate Similarity	0.8214	NPC101399
Intermediate Similarity	0.8214	NPC137871
Intermediate Similarity	0.821	NPC4809
Intermediate Similarity	0.821	NPC471878
Intermediate Similarity	0.821	NPC147743
Intermediate Similarity	0.821	NPC73517
Intermediate Similarity	0.8205	NPC474044
Intermediate Similarity	0.8204	NPC5319
Intermediate Similarity	0.82	NPC184269
Intermediate Similarity	0.8194	NPC177597
Intermediate Similarity	0.8193	NPC475174
Intermediate Similarity	0.8193	NPC306475
Intermediate Similarity	0.8193	NPC262222
Intermediate Similarity	0.8193	NPC68592
Intermediate Similarity	0.8193	NPC298666
Intermediate Similarity	0.8187	NPC61604
Intermediate Similarity	0.8187	NPC58538
Intermediate Similarity	0.8187	NPC245615
Intermediate Similarity	0.8187	NPC115466
Intermediate Similarity	0.8187	NPC299706
Intermediate Similarity	0.8176	NPC472723
Intermediate Similarity	0.8176	NPC297574
Intermediate Similarity	0.8176	NPC102053
Intermediate Similarity	0.8171	NPC31208
Intermediate Similarity	0.8171	NPC124747
Intermediate Similarity	0.8171	NPC478267
Intermediate Similarity	0.8171	NPC7191
Intermediate Similarity	0.8171	NPC477629
Intermediate Similarity	0.8171	NPC195685
Intermediate Similarity	0.8171	NPC216916
Intermediate Similarity	0.8171	NPC472720
Intermediate Similarity	0.8171	NPC160543
Intermediate Similarity	0.8171	NPC101636
Intermediate Similarity	0.8171	NPC93065
Intermediate Similarity	0.8171	NPC477628
Intermediate Similarity	0.8171	NPC149873
Intermediate Similarity	0.8171	NPC472994
Intermediate Similarity	0.8171	NPC155754
Intermediate Similarity	0.8171	NPC472724
Intermediate Similarity	0.8171	NPC210961
Intermediate Similarity	0.8171	NPC469652
Intermediate Similarity	0.8171	NPC270675
Intermediate Similarity	0.8171	NPC472721
Intermediate Similarity	0.8171	NPC109061
Intermediate Similarity	0.8161	NPC64755
Intermediate Similarity	0.8161	NPC237202
Intermediate Similarity	0.816	NPC86630
Intermediate Similarity	0.816	NPC43761
Intermediate Similarity	0.816	NPC159526
Intermediate Similarity	0.816	NPC471404
Intermediate Similarity	0.816	NPC173726

Drug Structure

NPD8455 OpenBabel08211713022D 72 77 0 0 1 0 0 0 0 0999 V2000 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.9904 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.9904 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 10 2 0 0 0 0 6 12 1 0 0 0 0 7 25 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 10 28 1 0 0 0 0 11 29 2 0 0 0 0 12 30 2 0 0 0 0 13 15 2 0 0 0 0 13 25 1 0 0 0 0 14 16 2 0 0 0 0 14 26 1 0 0 0 0 15 33 1 0 0 0 0 16 34 1 0 0 0 0 17 27 2 0 0 0 0 17 29 1 0 0 0 0 18 28 2 0 0 0 0 18 30 1 0 0 0 0 19 25 2 0 0 0 0 19 31 1 0 0 0 0 20 26 2 0 0 0 0 20 32 1 0 0 0 0 21 27 1 0 0 0 0 21 37 1 0 0 0 0 22 28 1 0 0 0 0 22 38 1 0 0 0 0 23 47 1 0 0 0 0 24 48 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 33 2 0 0 0 0 32 34 2 0 0 0 0 33 59 1 0 0 0 0 34 60 1 0 0 0 0 35 23 1 6 0 0 0 35 39 1 0 0 0 0 35 61 1 0 0 0 0 36 24 1 6 0 0 0 36 40 1 0 0 0 0 36 62 1 0 0 0 0 37 49 2 0 0 0 0 37 50 1 0 0 0 0 38 51 2 0 0 0 0 38 52 1 0 0 0 0 39 41 1 0 0 0 0 39 53 1 1 0 0 0 40 42 1 0 0 0 0 40 54 1 1 0 0 0 41 43 1 0 0 0 0 41 55 1 6 0 0 0 42 44 1 0 0 0 0 42 56 1 6 0 0 0 43 45 1 0 0 0 0 43 57 1 6 0 0 0 44 46 1 0 0 0 0 44 58 1 6 0 0 0 45 59 1 1 0 0 0 45 61 1 0 0 0 0 46 60 1 1 0 0 0 46 62 1 0 0 0 0 47 63 1 0 0 0 0 48 64 1 0 0 0 0 50 65 1 0 0 0 0 52 66 1 0 0 0 0 53 67 1 0 0 0 0 54 68 1 0 0 0 0 55 69 1 0 0 0 0 56 70 1 0 0 0 0 57 71 1 0 0 0 0 58 72 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000069
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9811353
ChEBI
CAS Number

Drug Properties

Molecular Weight	862.34
ALogP	-5.8516
MLogP	4.76
XLogP	8.528
HDA	14
HBD	10
Rotatable Bonds	29
TPSA	273.36
RO5 Violation	4