Drug ID:   | NPD8462 |
Drug Name:   | simotaxel |
Molecular Formula:   | C46H57NO15S |
Canonical SMILES:   | CC(OC(=N[C@H]([C@H](C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@@]4(CO[C@@H]4C[C@@H]([C@]3(C(=O)[C@@H](C(=C1C)C2(C)C)OC(=O)C1CCCC1)C)O)OC(=O)C)O)c1cccs1)O)C |
Standard InCHI:   | InChI=1S/C46H57NO15S/c1-23(2)58-42(55)47-33(29-18-13-19-63-29)34(50)41(54)59-28-21-46(56)38(61-40(53)27-14-9-8-10-15-27)36-44(7,30(49)20-31-45(36,22-57-31)62-25(4)48)37(51)35(32(24(28)3)43(46,5)6)60-39(52)26-16-11-12-17-26/h8-10,13-15,18-19,23,26,28,30-31,33-36,38,49-50,56H,11-12,16-17,20-22H2,1-7H3,(H,47,55)/t28-,30-,31+,33-,34+,35+,36-,38-,44+,45-,46+/m0/s1 |
Standard InCHIKey:   | SLGIWUWTSWJBQE-VLCCYYTCSA-N |
Max Developmental Stage:   | Phase 1 |
Max Developmental Stage Source:   | TTD |
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.
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 | 0.8737 | NPC471623 |
Intermediate Similarity | 0.8497 | NPC324251 |
Intermediate Similarity | 0.8497 | NPC275170 |
Intermediate Similarity | 0.8497 | NPC306001 |
Intermediate Similarity | 0.8497 | NPC473400 |
Intermediate Similarity | 0.8497 | NPC206211 |
Intermediate Similarity | 0.8497 | NPC471629 |
Intermediate Similarity | 0.8454 | NPC67246 |
Intermediate Similarity | 0.8454 | NPC33372 |
Intermediate Similarity | 0.8402 | NPC471754 |
Intermediate Similarity | 0.8402 | NPC473300 |
Intermediate Similarity | 0.8402 | NPC475336 |
Intermediate Similarity | 0.8402 | NPC453583 |
Intermediate Similarity | 0.8402 | NPC317882 |
Intermediate Similarity | 0.83 | NPC472391 |
Intermediate Similarity | 0.8283 | NPC208553 |
Intermediate Similarity | 0.8283 | NPC181964 |
Intermediate Similarity | 0.8283 | NPC471606 |
Intermediate Similarity | 0.825 | NPC472392 |
Intermediate Similarity | 0.825 | NPC472375 |
Intermediate Similarity | 0.8241 | NPC473558 |
Intermediate Similarity | 0.8232 | NPC191193 |
Intermediate Similarity | 0.8232 | NPC215892 |
Intermediate Similarity | 0.8232 | NPC321072 |
Intermediate Similarity | 0.8232 | NPC242662 |
Intermediate Similarity | 0.8177 | NPC116862 |
Intermediate Similarity | 0.815 | NPC473490 |
Intermediate Similarity | 0.8128 | NPC289383 |
Intermediate Similarity | 0.81 | NPC36607 |
Intermediate Similarity | 0.7929 | NPC327699 |
Intermediate Similarity | 0.7606 | NPC219419 |
Intermediate Similarity | 0.7566 | NPC259144 |
Intermediate Similarity | 0.7566 | NPC155329 |
Intermediate Similarity | 0.7566 | NPC114357 |
Intermediate Similarity | 0.7526 | NPC471493 |
Intermediate Similarity | 0.7513 | NPC134685 |
Intermediate Similarity | 0.7513 | NPC248265 |
Intermediate Similarity | 0.7513 | NPC11588 |
Intermediate Similarity | 0.7513 | NPC229545 |
Intermediate Similarity | 0.7487 | NPC472393 |
Intermediate Similarity | 0.7474 | NPC473670 |
Intermediate Similarity | 0.7474 | NPC21410 |
Intermediate Similarity | 0.7447 | NPC91730 |
Intermediate Similarity | 0.7435 | NPC106895 |
Intermediate Similarity | 0.7435 | NPC217091 |
Intermediate Similarity | 0.7407 | NPC51602 |
Intermediate Similarity | 0.7407 | NPC197037 |
Intermediate Similarity | 0.7407 | NPC471103 |
Intermediate Similarity | 0.7382 | NPC282239 |
Intermediate Similarity | 0.734 | NPC217918 |
Intermediate Similarity | 0.7292 | NPC472549 |
Intermediate Similarity | 0.7268 | NPC471102 |
Intermediate Similarity | 0.7208 | NPC66193 |
Intermediate Similarity | 0.7202 | NPC228204 |
Intermediate Similarity | 0.7202 | NPC26033 |
Intermediate Similarity | 0.7188 | NPC472548 |
Intermediate Similarity | 0.7179 | NPC469399 |
Intermediate Similarity | 0.7173 | NPC470245 |
Intermediate Similarity | 0.7173 | NPC473214 |
Intermediate Similarity | 0.7173 | NPC7095 |
Intermediate Similarity | 0.7173 | NPC254558 |
Intermediate Similarity | 0.7172 | NPC471134 |
Intermediate Similarity | 0.7157 | NPC55744 |
Intermediate Similarity | 0.7157 | NPC43304 |
Intermediate Similarity | 0.7157 | NPC477190 |
Intermediate Similarity | 0.7157 | NPC477188 |
Intermediate Similarity | 0.715 | NPC1173 |
Intermediate Similarity | 0.715 | NPC242262 |
Intermediate Similarity | 0.715 | NPC102465 |
Intermediate Similarity | 0.715 | NPC304876 |
Intermediate Similarity | 0.715 | NPC472005 |
Intermediate Similarity | 0.715 | NPC40138 |
Intermediate Similarity | 0.715 | NPC256142 |
Intermediate Similarity | 0.715 | NPC472030 |
Intermediate Similarity | 0.715 | NPC237549 |
Intermediate Similarity | 0.715 | NPC133430 |
Intermediate Similarity | 0.715 | NPC257213 |
Intermediate Similarity | 0.715 | NPC472022 |
Intermediate Similarity | 0.715 | NPC158333 |
Intermediate Similarity | 0.715 | NPC249471 |
Intermediate Similarity | 0.715 | NPC469477 |
Intermediate Similarity | 0.715 | NPC473414 |
Intermediate Similarity | 0.715 | NPC265395 |
Intermediate Similarity | 0.7143 | NPC127857 |
Intermediate Similarity | 0.7143 | NPC301946 |
Intermediate Similarity | 0.7143 | NPC277053 |
Intermediate Similarity | 0.7143 | NPC471100 |
Intermediate Similarity | 0.7143 | NPC471107 |
Intermediate Similarity | 0.7136 | NPC61891 |
Intermediate Similarity | 0.7135 | NPC306799 |
Intermediate Similarity | 0.7135 | NPC470153 |
Intermediate Similarity | 0.7135 | NPC101043 |
Intermediate Similarity | 0.7128 | NPC469417 |
Intermediate Similarity | 0.712 | NPC60509 |
Intermediate Similarity | 0.712 | NPC81698 |
Intermediate Similarity | 0.712 | NPC250046 |
Intermediate Similarity | 0.712 | NPC473215 |
Intermediate Similarity | 0.712 | NPC476975 |
Intermediate Similarity | 0.7113 | NPC112523 |
Intermediate Similarity | 0.7113 | NPC114410 |
Intermediate Similarity | 0.7105 | NPC477737 |
Intermediate Similarity | 0.7105 | NPC474935 |
Intermediate Similarity | 0.7098 | NPC477905 |
Intermediate Similarity | 0.709 | NPC471912 |
Intermediate Similarity | 0.709 | NPC80895 |
Intermediate Similarity | 0.709 | NPC38696 |
Intermediate Similarity | 0.7083 | NPC165260 |
Intermediate Similarity | 0.7083 | NPC198455 |
Intermediate Similarity | 0.7083 | NPC161239 |
Intermediate Similarity | 0.7083 | NPC112216 |
Intermediate Similarity | 0.7074 | NPC34012 |
Intermediate Similarity | 0.7062 | NPC77719 |
Intermediate Similarity | 0.705 | NPC324769 |
Intermediate Similarity | 0.705 | NPC325732 |
Intermediate Similarity | 0.7041 | NPC469771 |
Intermediate Similarity | 0.7035 | NPC329960 |
Intermediate Similarity | 0.7035 | NPC295408 |
Intermediate Similarity | 0.7035 | NPC322420 |
Intermediate Similarity | 0.7035 | NPC150893 |
Intermediate Similarity | 0.703 | NPC477469 |
Intermediate Similarity | 0.703 | NPC477473 |
Intermediate Similarity | 0.703 | NPC477466 |
Intermediate Similarity | 0.703 | NPC477471 |
Intermediate Similarity | 0.7026 | NPC5115 |
Intermediate Similarity | 0.7026 | NPC469730 |
Intermediate Similarity | 0.7026 | NPC473632 |
Intermediate Similarity | 0.7026 | NPC473611 |
Intermediate Similarity | 0.7026 | NPC132599 |
Intermediate Similarity | 0.701 | NPC469421 |
Intermediate Similarity | 0.7005 | NPC49297 |
Remote Similarity | 0.699 | NPC70344 |
Remote Similarity | 0.699 | NPC11410 |
Remote Similarity | 0.6985 | NPC275477 |
Remote Similarity | 0.6984 | NPC182869 |
Remote Similarity | 0.6984 | NPC472546 |
Remote Similarity | 0.698 | NPC469420 |
Remote Similarity | 0.6963 | NPC472568 |
Remote Similarity | 0.6963 | NPC476973 |
Remote Similarity | 0.6963 | NPC469349 |
Remote Similarity | 0.6963 | NPC472575 |
Remote Similarity | 0.6963 | NPC200471 |
Remote Similarity | 0.6963 | NPC96903 |
Remote Similarity | 0.6963 | NPC470159 |
Remote Similarity | 0.6963 | NPC174982 |
Remote Similarity | 0.6963 | NPC70403 |
Remote Similarity | 0.6963 | NPC158663 |
Remote Similarity | 0.6963 | NPC177940 |
Remote Similarity | 0.6963 | NPC171525 |
Remote Similarity | 0.6963 | NPC184817 |
Remote Similarity | 0.6963 | NPC473088 |
Remote Similarity | 0.6963 | NPC472571 |
Remote Similarity | 0.6963 | NPC29704 |
Remote Similarity | 0.6963 | NPC470157 |
Remote Similarity | 0.6963 | NPC472572 |
Remote Similarity | 0.6963 | NPC471104 |
Remote Similarity | 0.6954 | NPC477735 |
Remote Similarity | 0.6954 | NPC181924 |
Remote Similarity | 0.6952 | NPC209865 |
Remote Similarity | 0.695 | NPC478073 |
Remote Similarity | 0.6939 | NPC251139 |
Remote Similarity | 0.6939 | NPC34066 |
Remote Similarity | 0.6939 | NPC469422 |
Remote Similarity | 0.6935 | NPC476077 |
Remote Similarity | 0.6931 | NPC97947 |
Remote Similarity | 0.6931 | NPC472576 |
Remote Similarity | 0.6931 | NPC118080 |
Remote Similarity | 0.6931 | NPC291599 |
Remote Similarity | 0.6931 | NPC41481 |
Remote Similarity | 0.6931 | NPC16912 |
Remote Similarity | 0.6931 | NPC27377 |
Remote Similarity | 0.6931 | NPC87448 |
Remote Similarity | 0.6927 | NPC469513 |
Remote Similarity | 0.6927 | NPC94602 |
Remote Similarity | 0.6919 | NPC477736 |
Remote Similarity | 0.6911 | NPC241951 |
Remote Similarity | 0.6911 | NPC188865 |
Remote Similarity | 0.6911 | NPC70716 |
Remote Similarity | 0.6911 | NPC475122 |
Remote Similarity | 0.6911 | NPC95265 |
Remote Similarity | 0.6911 | NPC472573 |
Remote Similarity | 0.6911 | NPC476974 |
Remote Similarity | 0.6911 | NPC57628 |
Remote Similarity | 0.6911 | NPC472570 |
Remote Similarity | 0.6911 | NPC125106 |
Remote Similarity | 0.6911 | NPC470231 |
Remote Similarity | 0.6911 | NPC163719 |
Remote Similarity | 0.6911 | NPC11685 |
Remote Similarity | 0.6911 | NPC475759 |
Remote Similarity | 0.6911 | NPC25768 |
Remote Similarity | 0.6911 | NPC470152 |
Remote Similarity | 0.6911 | NPC95810 |
Remote Similarity | 0.6911 | NPC472569 |
Remote Similarity | 0.69 | NPC253738 |
Remote Similarity | 0.6884 | NPC477623 |
Remote Similarity | 0.6881 | NPC30171 |
Remote Similarity | 0.6878 | NPC472547 |
Remote Similarity | 0.6878 | NPC171207 |
Remote Similarity | 0.6878 | NPC100913 |
Remote Similarity | 0.6878 | NPC90614 |
Remote Similarity | 0.6878 | NPC275592 |
TTD   | DIB005909 |
DrugBank   | |
ChEMBL   | |
IUPHAR/BPS   | |
PharmaGKB   | |
KEGG Drug   | |
PubChem CID   | |
ChEBI   | |
CAS Number   |
Molecular Weight   | 895.34 |
ALogP   | -0.649 |
MLogP   | 4.65 |
XLogP   | 4.978 |
HDA   | 16 |
HBD   | 4 |
Rotatable Bonds   | 27 |
TPSA   | 262.25 |
RO5 Violation   | 2 |