NPASS drugs

Drug Information

Drug ID:	NPD8658
Drug Name:
Molecular Formula:	C52H71NO7
Canonical SMILES:	CC#C[C@]1(O)CC[C@@H]2[C@]1(C)C[C@H](c1ccc(cc1)N(CCO[C@H]1CCC3C(C1)C[C@H](C1C3C[C@H](O)C3C1CCC3C(CCC(=O)O)C)O)C)C1=C3CCC(=O)C=C3CC[C@@H]21
Standard InCHI:	InChI=1S/C52H71NO7/c1-5-21-52(59)22-20-44-40-14-9-32-25-35(54)12-15-39(32)48(40)43(29-51(44,52)3)31-7-10-34(11-8-31)53(4)23-24-60-36-13-16-38-33(26-36)27-45(55)50-41-18-17-37(30(2)6-19-47(57)58)49(41)46(56)28-42(38)50/h7-8,10-11,25,30,33,36-38,40-46,49-50,55-56,59H,6,9,12-20,22-24,26-29H2,1-4H3,(H,57,58)/t30?,33?,36-,37?,38?,40-,41?,42?,43+,44-,45+,46-,49?,50?,51-,52-/m0/s1
Standard InCHIKey:	MRFKBITXXBHFSH-AZYXEAIMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8658

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	166
0.1-0.2	844
0.2-0.3	1891
0.3-0.4	4924
0.4-0.5	17837
0.5-0.6	4659
0.6-0.7	551
0.7-0.8	18
0.8-0.85	0
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	0.7657	NPC73644
Intermediate Similarity	0.7542	NPC473484
Intermediate Similarity	0.7527	NPC475427
Intermediate Similarity	0.7283	NPC212799
Intermediate Similarity	0.7222	NPC475223
Intermediate Similarity	0.7208	NPC475489
Intermediate Similarity	0.7186	NPC246983
Intermediate Similarity	0.7186	NPC475448
Intermediate Similarity	0.7184	NPC473837
Intermediate Similarity	0.7163	NPC140311
Intermediate Similarity	0.715	NPC475316
Intermediate Similarity	0.715	NPC473486
Intermediate Similarity	0.7115	NPC223590
Intermediate Similarity	0.7103	NPC473781
Intermediate Similarity	0.7103	NPC470631
Intermediate Similarity	0.7103	NPC35390
Intermediate Similarity	0.7014	NPC106593
Intermediate Similarity	0.7011	NPC311330
Remote Similarity	0.6989	NPC94602
Remote Similarity	0.6981	NPC473667
Remote Similarity	0.6979	NPC52262
Remote Similarity	0.6915	NPC471512
Remote Similarity	0.6869	NPC221687
Remote Similarity	0.6839	NPC97584
Remote Similarity	0.6836	NPC473541
Remote Similarity	0.6834	NPC473375
Remote Similarity	0.6834	NPC97100
Remote Similarity	0.6806	NPC99043
Remote Similarity	0.6806	NPC218594
Remote Similarity	0.6802	NPC25401
Remote Similarity	0.68	NPC90967
Remote Similarity	0.68	NPC475128
Remote Similarity	0.6793	NPC315368
Remote Similarity	0.6784	NPC21483
Remote Similarity	0.6784	NPC198205
Remote Similarity	0.6766	NPC311054
Remote Similarity	0.6766	NPC112752
Remote Similarity	0.674	NPC275839
Remote Similarity	0.6735	NPC14994
Remote Similarity	0.6734	NPC184195
Remote Similarity	0.6734	NPC281470
Remote Similarity	0.6734	NPC172769
Remote Similarity	0.6734	NPC124690
Remote Similarity	0.6734	NPC166521
Remote Similarity	0.6734	NPC205
Remote Similarity	0.6733	NPC90358
Remote Similarity	0.6733	NPC107828
Remote Similarity	0.6722	NPC470274
Remote Similarity	0.6716	NPC198390
Remote Similarity	0.6703	NPC225319
Remote Similarity	0.6702	NPC264482
Remote Similarity	0.6702	NPC203202
Remote Similarity	0.6701	NPC159963
Remote Similarity	0.6685	NPC260194
Remote Similarity	0.6683	NPC108276
Remote Similarity	0.6683	NPC163578
Remote Similarity	0.6667	NPC469915
Remote Similarity	0.6667	NPC136573
Remote Similarity	0.6667	NPC176371
Remote Similarity	0.6667	NPC186669
Remote Similarity	0.6667	NPC473298
Remote Similarity	0.665	NPC181928
Remote Similarity	0.6648	NPC470579
Remote Similarity	0.6633	NPC40539
Remote Similarity	0.663	NPC477156
Remote Similarity	0.663	NPC477157
Remote Similarity	0.6618	NPC18661
Remote Similarity	0.6615	NPC476441
Remote Similarity	0.6613	NPC201424
Remote Similarity	0.6608	NPC475138
Remote Similarity	0.6596	NPC472106
Remote Similarity	0.6595	NPC104345
Remote Similarity	0.6583	NPC22689
Remote Similarity	0.6583	NPC105055
Remote Similarity	0.6579	NPC476749
Remote Similarity	0.6578	NPC476750
Remote Similarity	0.6578	NPC472120
Remote Similarity	0.6578	NPC99632
Remote Similarity	0.6578	NPC282339
Remote Similarity	0.6578	NPC472101
Remote Similarity	0.6576	NPC114808
Remote Similarity	0.6554	NPC473440
Remote Similarity	0.6546	NPC6974
Remote Similarity	0.6545	NPC126676
Remote Similarity	0.6545	NPC469671
Remote Similarity	0.6543	NPC313757
Remote Similarity	0.6535	NPC34717
Remote Similarity	0.6524	NPC474058
Remote Similarity	0.6514	NPC478140
Remote Similarity	0.6513	NPC11149
Remote Similarity	0.651	NPC307640
Remote Similarity	0.651	NPC476425
Remote Similarity	0.6497	NPC315051
Remote Similarity	0.6493	NPC475165
Remote Similarity	0.6484	NPC245756
Remote Similarity	0.648	NPC63737
Remote Similarity	0.648	NPC476428
Remote Similarity	0.648	NPC473922
Remote Similarity	0.6476	NPC470280
Remote Similarity	0.6471	NPC36495
Remote Similarity	0.6471	NPC36607
Remote Similarity	0.6471	NPC475559
Remote Similarity	0.6468	NPC469312
Remote Similarity	0.6468	NPC41318
Remote Similarity	0.6463	NPC329932
Remote Similarity	0.6463	NPC476090
Remote Similarity	0.6462	NPC250129
Remote Similarity	0.6452	NPC217801
Remote Similarity	0.6447	NPC469451
Remote Similarity	0.6447	NPC469452
Remote Similarity	0.6441	NPC243893
Remote Similarity	0.6441	NPC262324
Remote Similarity	0.644	NPC469462
Remote Similarity	0.6436	NPC248117
Remote Similarity	0.6433	NPC190849
Remote Similarity	0.6433	NPC171007
Remote Similarity	0.6432	NPC478076
Remote Similarity	0.6432	NPC469450
Remote Similarity	0.6432	NPC471583
Remote Similarity	0.6432	NPC471782
Remote Similarity	0.642	NPC471864
Remote Similarity	0.6402	NPC293458
Remote Similarity	0.6402	NPC472117
Remote Similarity	0.6402	NPC35510
Remote Similarity	0.6402	NPC253667
Remote Similarity	0.6396	NPC475345
Remote Similarity	0.6394	NPC1464
Remote Similarity	0.6392	NPC278272
Remote Similarity	0.6392	NPC120667
Remote Similarity	0.639	NPC302548
Remote Similarity	0.6388	NPC278540
Remote Similarity	0.6387	NPC472115
Remote Similarity	0.6387	NPC472114
Remote Similarity	0.6383	NPC193410
Remote Similarity	0.6383	NPC235460
Remote Similarity	0.6382	NPC322621
Remote Similarity	0.6382	NPC472209
Remote Similarity	0.6381	NPC195787
Remote Similarity	0.6381	NPC246140
Remote Similarity	0.6378	NPC476113
Remote Similarity	0.6378	NPC321211
Remote Similarity	0.6372	NPC473650
Remote Similarity	0.6372	NPC160527
Remote Similarity	0.6369	NPC79921
Remote Similarity	0.6368	NPC284102
Remote Similarity	0.6368	NPC316405
Remote Similarity	0.6364	NPC36836
Remote Similarity	0.6364	NPC203486
Remote Similarity	0.6364	NPC471911
Remote Similarity	0.6364	NPC48929
Remote Similarity	0.6364	NPC475649
Remote Similarity	0.6364	NPC63370
Remote Similarity	0.6364	NPC4242
Remote Similarity	0.6354	NPC167724
Remote Similarity	0.6354	NPC223595
Remote Similarity	0.6354	NPC224970
Remote Similarity	0.6351	NPC475835
Remote Similarity	0.6349	NPC477158
Remote Similarity	0.6349	NPC309531
Remote Similarity	0.6349	NPC472102
Remote Similarity	0.6343	NPC234772
Remote Similarity	0.634	NPC293255
Remote Similarity	0.634	NPC181138
Remote Similarity	0.634	NPC298851
Remote Similarity	0.634	NPC21752
Remote Similarity	0.634	NPC276993
Remote Similarity	0.634	NPC210415
Remote Similarity	0.6337	NPC206967
Remote Similarity	0.6333	NPC329833
Remote Similarity	0.633	NPC61013
Remote Similarity	0.633	NPC123241
Remote Similarity	0.6327	NPC476326
Remote Similarity	0.6324	NPC475417
Remote Similarity	0.6324	NPC314223
Remote Similarity	0.6324	NPC475561
Remote Similarity	0.6321	NPC30171
Remote Similarity	0.6319	NPC328824
Remote Similarity	0.6316	NPC473565
Remote Similarity	0.6316	NPC472244
Remote Similarity	0.6316	NPC470343
Remote Similarity	0.6313	NPC475962
Remote Similarity	0.6313	NPC96131
Remote Similarity	0.6306	NPC79107
Remote Similarity	0.6306	NPC475424
Remote Similarity	0.6303	NPC187456
Remote Similarity	0.63	NPC476095
Remote Similarity	0.63	NPC469460
Remote Similarity	0.6298	NPC475151
Remote Similarity	0.6298	NPC470279
Remote Similarity	0.6294	NPC203005
Remote Similarity	0.6293	NPC85066
Remote Similarity	0.6293	NPC181502
Remote Similarity	0.6291	NPC476496
Remote Similarity	0.629	NPC471980
Remote Similarity	0.6289	NPC126492
Remote Similarity	0.6287	NPC327699
Remote Similarity	0.6286	NPC72915
Remote Similarity	0.6284	NPC478039
Remote Similarity	0.628	NPC473747
Remote Similarity	0.628	NPC477044

Drug Structure

NPD8658 OpenBabel08211713042D 64 72 0 0 1 0 0 0 0 0999 V2000 3.4331 -6.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2172 9.1422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9903 -6.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4947 -1.3164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5670 -6.9943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2353 7.7409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8709 -4.2509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8233 -3.8907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1412 -6.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0788 -3.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6154 -2.9126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5175 -3.5306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4242 1.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3981 -7.1342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7743 -4.1998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6321 2.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4384 7.8689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0261 7.0599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0443 8.3287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7039 -8.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7010 -7.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2472 -8.8033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1995 -0.9563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0084 0.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6764 -4.8178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2700 2.3383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8052 3.9855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0479 4.9126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4551 -6.2072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3217 8.1476 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0801 -4.5599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9333 -5.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0621 3.3164 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3357 -2.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4685 -3.8397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5269 1.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5127 7.5599 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.1110 3.6254 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9822 -5.1779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4470 -6.8252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4384 6.2508 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0969 4.6036 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2880 -5.5380 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7039 -7.4943 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5973 4.9637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2559 5.8907 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9398 9.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2391 -5.8470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5127 6.5599 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.6463 5.2727 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.2472 -7.1853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8350 -7.9943 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5436 -1.6254 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2117 -3.1705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3405 5.6328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2069 6.1997 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0262 9.7300 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7488 9.9110 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7348 0.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2915 5.3238 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4148 7.1779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6442 10.9055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 30 1 0 0 0 0 3 51 1 0 0 0 0 4 53 1 0 0 0 0 5 21 3 0 0 0 0 6 19 1 0 0 0 0 6 30 1 0 0 0 0 7 10 1 0 0 0 0 7 31 2 0 0 0 0 8 11 2 0 0 0 0 8 31 1 0 0 0 0 9 14 1 0 0 0 0 9 32 1 0 0 0 0 10 34 2 0 0 0 0 11 34 1 0 0 0 0 12 15 1 0 0 0 0 12 35 1 0 0 0 0 13 16 1 0 0 0 0 13 36 1 0 0 0 0 15 39 1 0 0 0 0 16 38 1 0 0 0 0 17 18 1 0 0 0 0 17 37 1 0 0 0 0 18 41 1 0 0 0 0 19 47 1 0 0 0 0 20 22 1 0 0 0 0 20 44 1 0 0 0 0 22 52 1 0 0 0 0 23 24 1 0 0 0 0 23 53 1 0 0 0 0 24 60 1 0 0 0 0 25 32 2 0 0 0 0 25 35 1 0 0 0 0 26 33 1 0 0 0 0 26 36 1 0 0 0 0 27 33 1 0 0 0 0 27 45 1 0 0 0 0 28 42 1 0 0 0 0 28 46 1 0 0 0 0 29 43 1 0 0 0 0 29 51 1 0 0 0 0 30 37 1 0 0 0 0 32 39 1 0 0 0 0 33 38 1 0 0 0 0 34 53 1 0 0 0 0 35 54 2 0 0 0 0 36 60 1 6 0 0 0 37 49 1 0 0 0 0 38 42 1 0 0 0 0 39 48 2 0 0 0 0 40 14 1 6 0 0 0 40 44 1 0 0 0 0 40 48 1 0 0 0 0 41 49 1 0 0 0 0 41 50 1 0 0 0 0 42 50 1 0 0 0 0 43 31 1 1 0 0 0 43 48 1 0 0 0 0 44 51 1 1 0 0 0 45 50 1 0 0 0 0 45 55 1 1 0 0 0 46 49 1 0 0 0 0 46 56 1 1 0 0 0 47 57 2 0 0 0 0 47 58 1 0 0 0 0 51 52 1 6 0 0 0 52 21 1 6 0 0 0 52 59 1 0 0 0 0 55 61 1 0 0 0 0 56 62 1 0 0 0 0 58 63 1 0 0 0 0 59 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007101
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	57340708
ChEBI
CAS Number

Drug Properties

Molecular Weight	821.52
ALogP	-0.0145
MLogP	6.3
XLogP	8.313
HDA	8
HBD	4
Rotatable Bonds	17
TPSA	127.53
RO5 Violation	1