Natural Product: NPC192192

Natural Product ID:  NPC192192
Common Name:   Hopane-6Beta,11Alpha,22,27-Tetraol
IUPAC Name:   (3S,3aS,5aS,5bR,7R,7aS,11aS,11bR,12R,13aR,13bS)-5a-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-5b,8,8,11a,13b-pentamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-7,12-diol
Synonyms:   Hopane-6Beta,11Alpha,22,27-Tetraol
Molecular Formula:   C30H52O4
Standard InCHIKey:  JRAYNDRWHLVRPV-ZEZQLZSKSA-N
Standard InCHI:  InChI=1S/C30H52O4/c1-25(2)11-8-12-28(6)23(25)21(33)16-29(7)24(28)20(32)15-22-27(5)13-9-18(26(3,4)34)19(27)10-14-30(22,29)17-31/h18-24,31-34H,8-17H2,1-7H3/t18-,19-,20+,21+,22+,23-,24+,27-,28-,29+,30-/m0/s1
Canonical SMILES:  OC[C@@]12CC[C@@H]3[C@]([C@H]1C[C@H]([C@H]1[C@@]2(C)C[C@@H](O)[C@@H]2[C@]1(C)CCCC2(C)C)O)(C)CC[C@@H]3C(O)(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO32716 conoideocrella tenuis bcc 18627 Species Clavicipitaceae Eukaryota PMID[21473608]
NPO21470 Conoideocrella tenuis Species Clavicipitaceae Eukaryota mycelium PMID[21473608]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 9800 nM 21473608
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC = 52000 nM 21473608
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 IC50 = 14000 nM 21473608
NPT91 Cell Line KB Homo sapiens IC50 = 5600 nM 21473608
NPT83 Cell Line MCF7 Homo sapiens IC50 = 15000 nM 21473608
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 47000 nM 21473608
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 47000 nM 21473608

  Similar Natural Products in NPASS

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

●  The left chart: Distribution of similarity level between NPC192192 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9848 High Similarity NPC127094
0.9846 High Similarity NPC129829
0.9846 High Similarity NPC254037
0.9545 High Similarity NPC66407
0.9538 High Similarity NPC48079
0.9394 High Similarity NPC472741
0.9385 High Similarity NPC142712
0.9265 High Similarity NPC470071
0.9265 High Similarity NPC187471
0.9265 High Similarity NPC1340
0.9265 High Similarity NPC252182
0.913 High Similarity NPC153719
0.9118 High Similarity NPC63588
0.9118 High Similarity NPC251201
0.9118 High Similarity NPC232925
0.9118 High Similarity NPC231945
0.9 High Similarity NPC304499
0.8986 High Similarity NPC157422
0.8986 High Similarity NPC100586
0.8986 High Similarity NPC109457
0.8971 High Similarity NPC477820
0.8971 High Similarity NPC107919
0.8923 High Similarity NPC114891
0.8904 High Similarity NPC220379
0.8873 High Similarity NPC243027
0.8873 High Similarity NPC158208
0.8873 High Similarity NPC317242
0.8873 High Similarity NPC196136
0.8857 High Similarity NPC470610
0.8841 High Similarity NPC282454
0.8769 High Similarity NPC148174
0.8769 High Similarity NPC71460
0.8769 High Similarity NPC218585
0.875 High Similarity NPC163597
0.8732 High Similarity NPC477508
0.8732 High Similarity NPC228994
0.8732 High Similarity NPC192501
0.8732 High Similarity NPC48795
0.8732 High Similarity NPC10476
0.8714 High Similarity NPC473279
0.8696 High Similarity NPC299948
0.8696 High Similarity NPC470830
0.8696 High Similarity NPC241085
0.8676 High Similarity NPC473230
0.8676 High Similarity NPC475884
0.8667 High Similarity NPC73515
0.8657 High Similarity NPC473276
0.8657 High Similarity NPC80463
0.8657 High Similarity NPC474380
0.8657 High Similarity NPC41577
0.8657 High Similarity NPC260116
0.863 High Similarity NPC64081
0.863 High Similarity NPC128951
0.863 High Similarity NPC105208
0.863 High Similarity NPC302578
0.863 High Similarity NPC474574
0.863 High Similarity NPC133596
0.863 High Similarity NPC11907
0.863 High Similarity NPC202540
0.863 High Similarity NPC192046
0.863 High Similarity NPC185915
0.863 High Similarity NPC477227
0.8611 High Similarity NPC270306
0.8611 High Similarity NPC231680
0.8611 High Similarity NPC91387
0.8553 High Similarity NPC268040
0.8551 High Similarity NPC474756
0.8551 High Similarity NPC469987
0.8529 High Similarity NPC44122
0.8514 High Similarity NPC67657
0.8514 High Similarity NPC18857
0.8514 High Similarity NPC147993
0.8507 High Similarity NPC159654
0.8507 High Similarity NPC167995
0.8507 High Similarity NPC69149
0.8507 High Similarity NPC118937
0.8507 High Similarity NPC281540
0.8493 Intermediate Similarity NPC473916
0.8493 Intermediate Similarity NPC477601
0.8493 Intermediate Similarity NPC477602
0.8451 Intermediate Similarity NPC195530
0.8451 Intermediate Similarity NPC131506
0.8451 Intermediate Similarity NPC157777
0.8451 Intermediate Similarity NPC478103
0.8429 Intermediate Similarity NPC470833
0.8429 Intermediate Similarity NPC99264
0.8406 Intermediate Similarity NPC63190
0.84 Intermediate Similarity NPC477282
0.84 Intermediate Similarity NPC80297
0.84 Intermediate Similarity NPC116119
0.84 Intermediate Similarity NPC475727
0.84 Intermediate Similarity NPC472742
0.84 Intermediate Similarity NPC81074
0.84 Intermediate Similarity NPC287452
0.8378 Intermediate Similarity NPC212453
0.8378 Intermediate Similarity NPC23884
0.8378 Intermediate Similarity NPC476233
0.8358 Intermediate Similarity NPC209686
0.8358 Intermediate Similarity NPC292419
0.8358 Intermediate Similarity NPC290791
0.8358 Intermediate Similarity NPC249078
0.8358 Intermediate Similarity NPC236099
0.8356 Intermediate Similarity NPC212879
0.8356 Intermediate Similarity NPC104387
0.8356 Intermediate Similarity NPC231256
0.8356 Intermediate Similarity NPC174964
0.8356 Intermediate Similarity NPC97534
0.8356 Intermediate Similarity NPC195155
0.8356 Intermediate Similarity NPC240235
0.8356 Intermediate Similarity NPC178383
0.8333 Intermediate Similarity NPC473238
0.8333 Intermediate Similarity NPC472341
0.8308 Intermediate Similarity NPC162685
0.8308 Intermediate Similarity NPC476735
0.8289 Intermediate Similarity NPC475679
0.8286 Intermediate Similarity NPC475893
0.8267 Intermediate Similarity NPC324700
0.8267 Intermediate Similarity NPC34046
0.8267 Intermediate Similarity NPC471045
0.8267 Intermediate Similarity NPC224802
0.8267 Intermediate Similarity NPC471769
0.8267 Intermediate Similarity NPC42853
0.8267 Intermediate Similarity NPC80089
0.8267 Intermediate Similarity NPC171426
0.8267 Intermediate Similarity NPC31828
0.8243 Intermediate Similarity NPC14112
0.8243 Intermediate Similarity NPC475742
0.8243 Intermediate Similarity NPC93662
0.8243 Intermediate Similarity NPC5767
0.8243 Intermediate Similarity NPC278091
0.8243 Intermediate Similarity NPC78067
0.8243 Intermediate Similarity NPC86305
0.8219 Intermediate Similarity NPC25511
0.8219 Intermediate Similarity NPC192638
0.8219 Intermediate Similarity NPC62657
0.8219 Intermediate Similarity NPC478130
0.8219 Intermediate Similarity NPC472503
0.8219 Intermediate Similarity NPC308440
0.8219 Intermediate Similarity NPC475458
0.8158 Intermediate Similarity NPC49627
0.8158 Intermediate Similarity NPC201276
0.8158 Intermediate Similarity NPC49599
0.8158 Intermediate Similarity NPC80891
0.8158 Intermediate Similarity NPC476176
0.8154 Intermediate Similarity NPC135438
0.8143 Intermediate Similarity NPC204233
0.8133 Intermediate Similarity NPC221420
0.8133 Intermediate Similarity NPC248830
0.8133 Intermediate Similarity NPC212241
0.8133 Intermediate Similarity NPC298168
0.8133 Intermediate Similarity NPC119355
0.8133 Intermediate Similarity NPC143133
0.8116 Intermediate Similarity NPC243469
0.8116 Intermediate Similarity NPC472946
0.8116 Intermediate Similarity NPC475943
0.8116 Intermediate Similarity NPC190827
0.8108 Intermediate Similarity NPC3403
0.8108 Intermediate Similarity NPC103822
0.8082 Intermediate Similarity NPC253805
0.8082 Intermediate Similarity NPC232112
0.8077 Intermediate Similarity NPC202688
0.8077 Intermediate Similarity NPC296734
0.8077 Intermediate Similarity NPC60018
0.8077 Intermediate Similarity NPC154043
0.8077 Intermediate Similarity NPC475388
0.8052 Intermediate Similarity NPC16449
0.8052 Intermediate Similarity NPC71535
0.8052 Intermediate Similarity NPC78545
0.8026 Intermediate Similarity NPC301707
0.8026 Intermediate Similarity NPC477817
0.8026 Intermediate Similarity NPC102708
0.8026 Intermediate Similarity NPC477819
0.8 Intermediate Similarity NPC4209
0.8 Intermediate Similarity NPC91573
0.8 Intermediate Similarity NPC290612
0.8 Intermediate Similarity NPC470145
0.7975 Intermediate Similarity NPC232023
0.7975 Intermediate Similarity NPC470070
0.7975 Intermediate Similarity NPC470929
0.7975 Intermediate Similarity NPC477285
0.7975 Intermediate Similarity NPC216420
0.7975 Intermediate Similarity NPC85095
0.7975 Intermediate Similarity NPC478054
0.7975 Intermediate Similarity NPC111582
0.7975 Intermediate Similarity NPC211135
0.7949 Intermediate Similarity NPC190940
0.7949 Intermediate Similarity NPC469745
0.7945 Intermediate Similarity NPC473552
0.7945 Intermediate Similarity NPC111234
0.7945 Intermediate Similarity NPC324984
0.7945 Intermediate Similarity NPC320549
0.7945 Intermediate Similarity NPC323900
0.7945 Intermediate Similarity NPC477823
0.7945 Intermediate Similarity NPC151018
0.7945 Intermediate Similarity NPC156277
0.7945 Intermediate Similarity NPC8004
0.7945 Intermediate Similarity NPC127283
0.7945 Intermediate Similarity NPC58057
0.7945 Intermediate Similarity NPC477821
0.7945 Intermediate Similarity NPC477822

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC192192 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8971 High Similarity NPD4267 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD4787 Phase 1
0.8267 Intermediate Similarity NPD6114 Approved
0.8267 Intermediate Similarity NPD6118 Approved
0.8267 Intermediate Similarity NPD6697 Approved
0.8267 Intermediate Similarity NPD6115 Approved
0.8 Intermediate Similarity NPD6117 Approved
0.7945 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD6116 Phase 1
0.7867 Intermediate Similarity NPD3703 Phase 2
0.7821 Intermediate Similarity NPD6928 Phase 2
0.7821 Intermediate Similarity NPD7525 Registered
0.7733 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD5360 Phase 3
0.7349 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4244 Approved
0.7333 Intermediate Similarity NPD4789 Approved
0.7333 Intermediate Similarity NPD4245 Approved
0.72 Intermediate Similarity NPD3698 Phase 2
0.7126 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6700 Approved
0.7123 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6703 Approved
0.7045 Intermediate Similarity NPD6702 Approved
0.7037 Intermediate Similarity NPD7645 Phase 2
0.7013 Intermediate Similarity NPD4758 Discontinued
0.6966 Remote Similarity NPD8171 Discontinued
0.6962 Remote Similarity NPD6942 Approved
0.6962 Remote Similarity NPD7339 Approved
0.6914 Remote Similarity NPD5364 Discontinued
0.6914 Remote Similarity NPD3671 Phase 1
0.6854 Remote Similarity NPD8035 Phase 2
0.6854 Remote Similarity NPD8034 Phase 2
0.6842 Remote Similarity NPD6705 Phase 1
0.6795 Remote Similarity NPD6081 Approved
0.6747 Remote Similarity NPD4748 Discontinued
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.663 Remote Similarity NPD7991 Discontinued
0.6625 Remote Similarity NPD6924 Approved
0.6625 Remote Similarity NPD6926 Approved
0.6615 Remote Similarity NPD385 Approved
0.6615 Remote Similarity NPD384 Approved
0.6591 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6579 Remote Similarity NPD4224 Phase 2
0.6548 Remote Similarity NPD6931 Approved
0.6548 Remote Similarity NPD6930 Phase 2
0.6543 Remote Similarity NPD3702 Approved
0.6533 Remote Similarity NPD371 Approved
0.6526 Remote Similarity NPD8418 Phase 2
0.6512 Remote Similarity NPD4788 Approved
0.6512 Remote Similarity NPD6695 Phase 3
0.6477 Remote Similarity NPD8308 Discontinued
0.6463 Remote Similarity NPD6933 Approved
0.6462 Remote Similarity NPD386 Approved
0.6462 Remote Similarity NPD388 Approved
0.6444 Remote Similarity NPD5328 Approved
0.6437 Remote Similarity NPD4786 Approved
0.6437 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6929 Approved
0.6421 Remote Similarity NPD7638 Approved
0.6386 Remote Similarity NPD6932 Approved
0.6375 Remote Similarity NPD4243 Approved
0.6375 Remote Similarity NPD5777 Approved
0.6354 Remote Similarity NPD7639 Approved
0.6354 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD7920 Phase 3
0.6316 Remote Similarity NPD7919 Phase 3
0.6304 Remote Similarity NPD7515 Phase 2
0.6304 Remote Similarity NPD6079 Approved
0.6292 Remote Similarity NPD3618 Phase 1
0.6263 Remote Similarity NPD8170 Clinical (unspecified phase)
0.625 Remote Similarity NPD8088 Phase 1
0.6237 Remote Similarity NPD4202 Approved
0.6235 Remote Similarity NPD6683 Phase 2
0.6224 Remote Similarity NPD7632 Discontinued
0.6222 Remote Similarity NPD7750 Discontinued
0.6222 Remote Similarity NPD7524 Approved
0.622 Remote Similarity NPD1811 Approved
0.622 Remote Similarity NPD4785 Approved
0.622 Remote Similarity NPD1810 Approved
0.622 Remote Similarity NPD4784 Approved
0.6207 Remote Similarity NPD3667 Approved
0.619 Remote Similarity NPD6925 Approved
0.619 Remote Similarity NPD5776 Phase 2
0.618 Remote Similarity NPD6893 Approved
0.6173 Remote Similarity NPD7150 Approved
0.6173 Remote Similarity NPD7151 Approved
0.6173 Remote Similarity NPD7152 Approved
0.6163 Remote Similarity NPD7514 Phase 3
0.6163 Remote Similarity NPD7509 Discontinued
0.6146 Remote Similarity NPD4755 Approved
0.6125 Remote Similarity NPD6923 Approved
0.6125 Remote Similarity NPD6922 Approved
0.6118 Remote Similarity NPD7145 Approved
0.6049 Remote Similarity NPD7143 Approved
0.6049 Remote Similarity NPD7144 Approved
0.6042 Remote Similarity NPD5221 Approved
0.6042 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6042 Remote Similarity NPD4697 Phase 3
0.6042 Remote Similarity NPD5222 Approved
0.604 Remote Similarity NPD6920 Discontinued
0.602 Remote Similarity NPD5285 Approved
0.602 Remote Similarity NPD4700 Approved
0.602 Remote Similarity NPD5286 Approved
0.602 Remote Similarity NPD4696 Approved
0.6 Remote Similarity NPD7748 Approved
0.5979 Remote Similarity NPD5173 Approved
0.5977 Remote Similarity NPD7332 Phase 2
0.596 Remote Similarity NPD5223 Approved
0.5957 Remote Similarity NPD7087 Discontinued
0.5952 Remote Similarity NPD5275 Approved
0.5952 Remote Similarity NPD4190 Phase 3
0.5914 Remote Similarity NPD4753 Phase 2
0.5909 Remote Similarity NPD6898 Phase 1
0.5909 Remote Similarity NPD6902 Approved
0.59 Remote Similarity NPD5211 Phase 2
0.59 Remote Similarity NPD5226 Approved
0.59 Remote Similarity NPD4633 Approved
0.59 Remote Similarity NPD5225 Approved
0.59 Remote Similarity NPD5224 Approved
0.5895 Remote Similarity NPD6399 Phase 3
0.5889 Remote Similarity NPD3666 Approved
0.5889 Remote Similarity NPD3133 Approved
0.5889 Remote Similarity NPD3665 Phase 1
0.5882 Remote Similarity NPD7128 Approved
0.5882 Remote Similarity NPD6675 Approved
0.5882 Remote Similarity NPD5739 Approved
0.5882 Remote Similarity NPD6402 Approved
0.5872 Remote Similarity NPD7327 Approved
0.5872 Remote Similarity NPD7328 Approved
0.5862 Remote Similarity NPD4195 Approved
0.5854 Remote Similarity NPD2687 Approved
0.5854 Remote Similarity NPD2254 Approved
0.5854 Remote Similarity NPD2686 Approved
0.5842 Remote Similarity NPD4754 Approved
0.5842 Remote Similarity NPD5174 Approved
0.5842 Remote Similarity NPD5175 Approved
0.5818 Remote Similarity NPD7516 Approved
0.5816 Remote Similarity NPD7902 Approved
0.581 Remote Similarity NPD4634 Approved
0.5794 Remote Similarity NPD8133 Approved
0.5784 Remote Similarity NPD5141 Approved
0.5769 Remote Similarity NPD6899 Approved
0.5769 Remote Similarity NPD7320 Approved
0.5769 Remote Similarity NPD6881 Approved
0.5766 Remote Similarity NPD8377 Approved
0.5766 Remote Similarity NPD8294 Approved
0.5761 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5747 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5728 Remote Similarity NPD4767 Approved
0.5728 Remote Similarity NPD4768 Approved
0.5714 Remote Similarity NPD3668 Phase 3
0.5714 Remote Similarity NPD6373 Approved
0.5714 Remote Similarity NPD8335 Approved
0.5714 Remote Similarity NPD8378 Approved
0.5714 Remote Similarity NPD8380 Approved
0.5714 Remote Similarity NPD8296 Approved
0.5714 Remote Similarity NPD6372 Approved
0.5714 Remote Similarity NPD8379 Approved
0.5714 Remote Similarity NPD8033 Approved
0.5688 Remote Similarity NPD6940 Discontinued
0.5673 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5697 Approved
0.5673 Remote Similarity NPD5701 Approved
0.5667 Remote Similarity NPD4221 Approved
0.5667 Remote Similarity NPD4223 Phase 3
0.5663 Remote Similarity NPD7532 Clinical (unspecified phase)
0.566 Remote Similarity NPD7102 Approved
0.566 Remote Similarity NPD7290 Approved
0.566 Remote Similarity NPD6883 Approved
0.5657 Remote Similarity NPD6083 Phase 2
0.5657 Remote Similarity NPD6084 Phase 2
0.5652 Remote Similarity NPD5329 Approved
0.5648 Remote Similarity NPD8298 Phase 2
0.5648 Remote Similarity NPD4632 Approved
0.5644 Remote Similarity NPD4159 Approved
0.5619 Remote Similarity NPD4729 Approved
0.5619 Remote Similarity NPD8174 Phase 2
0.5619 Remote Similarity NPD6415 Discontinued
0.5619 Remote Similarity NPD4730 Approved
0.5619 Remote Similarity NPD5128 Approved
0.5619 Remote Similarity NPD6011 Approved
0.5612 Remote Similarity NPD4629 Approved
0.5612 Remote Similarity NPD5210 Approved
0.5607 Remote Similarity NPD6649 Approved
0.5607 Remote Similarity NPD6869 Approved
0.5607 Remote Similarity NPD6650 Approved
0.5607 Remote Similarity NPD6617 Approved
0.5607 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6847 Approved
0.5607 Remote Similarity NPD8130 Phase 1
0.5604 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5604 Remote Similarity NPD3669 Approved
0.56 Remote Similarity NPD5290 Discontinued

Structure

External Identifiers

PubChem CID   52951633
ChEMBL   CHEMBL1774509
ZINC  

Physicochemical Properties

Molecular Weight:  476.39
ALogP:  0.0824
MLogP:  4.32
XLogP:  7.113
# Rotatable Bonds:  13
Polar Surface Area:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs